Key West Hotels

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Tonight
30 Sept - 1 Oct
Tomorrow
1 Oct - 2 Oct
This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 Oct

Where to stay in Key West?

Properties are selected based on real traveller reviews and popularity among guests who’ve booked a night in Key West on Hotels.com. These Key West hotels consistently deliver on quality, location and traveller experience. Last updated on .

Pool
A spacious living area with a sofa, chairs, a coffee table, and a foosball table. Large windows offer a view of the outdoor area.
A couple holding hands in a tropical setting with palm trees and greenery.
A modern cafe with a wooden counter, seating area, and shelves stocked with beverages.

1. Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
New Town
S$230
includes taxes & fees
1 Oct - 2 Oct
Blue Flamingo Resort Key West
A deck with sun loungers and a railing overlooking the sea.
A beachside hotel with rows of blue lounge chairs and white umbrellas, palm trees, and a clear blue sky.
A beach scene with two people relaxing under a white umbrella, a palm tree, and a clear blue sky.
A poolside area with lounge chairs and umbrellas, palm trees, and a view of the sea.

2. Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses
Old Town Key West
S$365
includes taxes & fees
6 Oct - 7 Oct
Southernmost Beach Resort and Guesthouses
A dining table with plates of food, a drink, and a view of a pool and palm trees.
A hotel room with a bed, a TV, a coffee table, a sofa, and a view of the ocean.
A hotel entrance with a palm tree-lined driveway, a vintage car, and a metal canopy structure.
A person standing by a window overlooking a beach with palm trees and the ocean.

3. Margaritaville Beach House Key West

Margaritaville Beach House Key West
Key West
S$381
includes taxes & fees
13 Oct - 14 Oct
Margaritaville Beach House Key West
A wooden deck with wicker furniture and a glass balustrade overlooking a beach.
A spacious lobby with green sofas, a coffee table, and a dining area.
A beachside spa with two massage tables under a canopy, overlooking the sea and a pier.
A beach with white lounge chairs and umbrellas, a sandy shore, and a calm sea under a partly cloudy sky.

4. Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton
Old Town Key West
S$459
includes taxes & fees
5 Oct - 6 Oct
Casa Marina Key West, Curio Collection by Hilton
A swimming pool surrounded by palm trees and a natural rock formation.
A cozy room with wicker furniture, a glass coffee table, and a view of lush greenery outside.
A covered outdoor seating area with a pool in the background.
A bar setting with a bartender preparing a drink, a counter with various bottles, and a TV screen in the background.

5. Havana Cabana at Key West

Havana Cabana at Key West
New Town
S$240
includes taxes & fees
1 Oct - 2 Oct
Havana Cabana at Key West
A clear swimming pool with lounge chairs and gazebos, surrounded by palm trees.
An outdoor patio with tables and chairs, umbrellas, and palm trees.
A spacious indoor dining area with tables and chairs, ceiling fans, and large windows.
A hotel with a central courtyard, palm trees, and a fountain.

6. DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
Key West
S$226
includes taxes & fees
6 Oct - 7 Oct
DoubleTree Resort by Hilton Grand Key - Key West
A wooden archway leading to a pool area surrounded by lush tropical vegetation.
A large, two-story building with a symmetrical facade, a central entrance with a double door, and a balcony on the upper floor.
A beach with palm trees, lounge chairs, and umbrellas.
A beach with palm trees, a sandy shore, and a calm sea under a clear sky.

7. Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
Northside Resort
S$263
includes taxes & fees
13 Oct - 14 Oct
Parrot Key Hotel & Villas
A beachfront hotel with a covered patio, palm trees, and a boat on the sand.
A resort with a beach, a dock, and a water view.
A balcony with a view of the ocean, a sofa, and a massage table.
A pool area with lounge chairs and umbrellas, surrounded by palm trees and a building with balconies.

8. Pier House Resort & Spa

Pier House Resort & Spa
Key West Historic District
S$407
includes taxes & fees
6 Oct - 7 Oct
Pier House Resort & Spa
A balcony with wicker furniture, a view of the sea, and a spiral staircase.
A swimming pool with lounge chairs and palm trees, overlooking a sunset over the water.
A modern dining area with a glass table, four chairs, and a ceiling fan.
A beach with palm trees, clear blue water, and a pier extending into the sea.

9. Beachside Resort & Residences

Beachside Resort & Residences
Key West
S$235
includes taxes & fees
1 Oct - 2 Oct
Beachside Resort & Residences
A two-story building with a covered entrance, palm trees, and a bench outside.
A white building with a sign reading 'Kimpton Key West Winslow's Bungalow.'
A white picket fence, a wooden bench with cushions, and a concrete pathway surrounded by lush greenery.
A poolside area with lounge chairs, umbrellas, and a covered seating area with hanging lights.

10. Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns
Old Town Key West
S$352
includes taxes & fees
6 Oct - 7 Oct
Winslow's Bungalows - Key West Historic Inns
A hotel room with a bed, a view of the beach, a hammock, and beach chairs.
A beachfront hotel with multiple colorful buildings, a pool area, and a boat dock.
A pool area with blue lounge chairs, a hot tub, and a covered seating area.
A beachfront restaurant with outdoor seating, a seafood sign, and a market sign.

11. Ibis Bay Beach Resort

Ibis Bay Beach Resort
Northside Resort
S$229
includes taxes & fees
1 Oct - 2 Oct
Ibis Bay Beach Resort
A swimming pool with lounge chairs and palm trees.
A modern living room with a sectional sofa, a small round table, and a potted plant.
A covered outdoor seating area with a central bar, patterned chairs, and a decorative sign.
A bar area with a wooden counter, bar stools, and a sign that reads 'So we BEATON.'

12. Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection
New Town
S$193
includes taxes & fees
4 Oct - 5 Oct
Hilton Garden Inn Key West / The Keys Collection
A pool area with lounge chairs and palm trees, surrounded by boats and a sunset in the background.
A hotel room with a large bed, a desk, a chair, a television, and a ceiling fan.
A restaurant with wooden tables and chairs, a counter with seafood signs, and large windows.
A marina with boats docked, a swimming pool, and palm trees.

13. The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
Stock Island
S$231
includes taxes & fees
26 Oct - 27 Oct
The Perry Hotel & Marina Key West
A hotel with a covered entrance, multiple balconies, and palm trees.
A room with a stone wall, a wooden bench, a cactus, and a framed painting.
A covered balcony with white Adirondack chairs and a small table with flowers, overlooking a turquoise sea and distant shoreline.
A restaurant interior with wooden beams, a bar area, and a colorful ceiling mural.

14. Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West
Old Town Key West
S$423
includes taxes & fees
4 Oct - 5 Oct
Opal Key Resort & Marina, Key West
A beach with a wooden pier, palm trees, and beach umbrellas.
An outdoor dining area with tables set for guests, overlooking a calm sea and a pier.
A modern bar area with a central island, white bar stools, and a view of the ocean.
An outdoor dining area with tables and chairs, overlooking the ocean.

15. The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton
Old Town Key West
S$372
includes taxes & fees
8 Oct - 9 Oct
The Reach Key West, Curio Collection by Hilton
A marina with boats docked, a pool area, and a building with a white facade.
A breakfast setting with a table, chairs, a vase with flowers, and a city view.
A clear view of turquoise ocean water and a blue sky with clouds.
A marina with numerous boats docked, a swimming pool, and palm trees.

16. Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
Stock Island
S$259
includes taxes & fees
1 Oct - 2 Oct
Hilton Key West Resort & Marina
A hammock in a garden with a wooden pergola, palm trees, and a view of the ocean.
A beach volleyball court with a net, surrounded by palm trees and a hotel in the background.
A swimming pool surrounded by palm trees and lounge chairs, with a clear view of the ocean in the background.
A two-story building with a central entrance, surrounded by palm trees and a wooden walkway.

17. Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West
Key West
Hyatt Vacation Club at Windward Pointe, Key West
Two wooden Adirondack chairs on a sandy beach with a view of the sea and a sailboat in the distance.
A poolside lounge area with a wicker chair, a straw hat, and a beach bag.
A spacious living area with a large window, a dining table, and comfortable seating.
A two-story building with a balcony, arched windows, and a green roof.

18. Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West
Key West
Hyatt Vacation Club at Beach House, Key West
A wooden deck with white railings, surrounded by lush greenery and a staircase leading to a building.
A lush garden with a variety of tropical plants and a paved walkway.
A hallway with a white door, a wooden bench, a blue sofa, and a staircase with a white railing.
A swimming pool with a mural of a dolphin and a butterfly, surrounded by lounge chairs and palm trees.

19. Duval House

Duval House
Old Town Key West
S$164
includes taxes & fees
1 Oct - 2 Oct
Duval House
A pool area with lounge chairs and umbrellas, surrounded by palm trees and a view of the ocean.
A bar area with a thatched roof, wooden chairs, and a poolside view.
A hotel room with a balcony, a bed, a desk, and two chairs.
A hotel room with a large bed, a TV mounted on a wooden cabinet, and a balcony with a view of palm trees.

20. Hampton Inn Key West FL

Hampton Inn Key West FL
Key West
S$238
includes taxes & fees
6 Oct - 7 Oct
Hampton Inn Key West FL
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A modern hotel room with a large bed, a nightstand, a bedside table, and a bathroom visible through an open door.
A breakfast table with various food items and drinks, a pool in the background, and a tiled wall.
A swimming pool with lounge chairs, surrounded by palm trees and greenery.
A building with a sign reading "ALMOND Frog & Toad Inn" and a "VACANCY" sign below it.

Almond Tree Inn Hotel - Adults Only

Almond Tree Inn Hotel - Adults Only
Old Town Key West
S$135 off
S$218
for 1 room
includes taxes & fees
Almond Tree Inn Hotel - Adults Only
A building with a white exterior, a large red awning, and a gated entrance.
A pool area with lounge chairs and a lifebuoy.
A small, enclosed porch with a chair and a table, surrounded by lush greenery and a white lattice fence.
A paved pathway lined with various plants and trees, leading to a building with a beige exterior.

Authors of Key West Guest House

Authors of Key West Guest House
Key West Historic District
S$161
for 1 room
includes taxes & fees
Authors of Key West Guest House
A bright green porch with hanging planters, a wooden chair, and a railing.
A brightly colored Caribbean house with a balcony, a sign indicating it's for rent, and bicycles parked outside.
A marina with multiple boats docked, wooden pilings, and a dock with ropes.
A bar area with a wooden counter, colorful decorations, and a sign with motivational ocean-themed text.

Caribbean House

Caribbean House
Old Town Key West
S$177
for 1 room
includes taxes & fees
Caribbean House
A wooden deck with wicker furniture, a white staircase, and a lush garden area.
A two-story house with a balcony, surrounded by palm trees and a clear blue sky.
A hotel room with a large bed, a view of a swimming pool, and a balcony with outdoor seating.
A bedroom with a large bed, a view of a swimming pool, and an open door leading to an outdoor seating area.

Heron House - Adult Only

Heron House - Adult Only
Old Town Key West
S$92 off
S$210
for 1 room
includes taxes & fees
Heron House - Adult Only
A rectangular pool with a white deck, surrounded by lush greenery and a gazebo.
A cozy living room with a wooden ceiling, a sofa set, two side tables with lamps, and framed artwork on the wall.
A hotel room with a bed, a nightstand, a chair, a small table, and a ceiling fan.
A spacious living room with a high ceiling, a ceiling fan, a large painting, a sofa, a coffee table, and a dining area with a table and chairs.

Ambrosia Key West

Ambrosia Key West
Old Town Key West
S$193
for 1 room
includes taxes & fees
Ambrosia Key West
A poolside area with lounge chairs, a staircase leading to a balcony, and a pool.
An outdoor patio with tables and chairs, surrounded by trees and a house.
A Southernmost Inn with a porch, a sign indicating vacancy, and a staircase leading to the entrance.
A dining area with round tables and wicker chairs, a ceiling fan, and a bar area in the background.

The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only
Old Town Key West
S$174
for 1 room
includes taxes & fees
The Southernmost Inn - Adults Only
A tropical outdoor area with palm trees, hanging plants, and string lights.
A large, two-story building with a balcony, surrounded by dense tropical foliage.
A hotel room with a bed, a wooden floor, a seating area with a table and chairs, and a view of greenery outside.
A wooden deck with lush greenery and a pool area.

Douglas House - Adults Only

Douglas House - Adults Only
Old Town Key West
S$33 off
S$224
for 1 room
includes taxes & fees
Douglas House - Adults Only
A reception area with a curved marble counter, ceiling fans, large windows, and a staircase.
A poolside area with lounge chairs and a clear blue pool surrounded by lush tropical vegetation.
A breakfast table with a variety of food items, including fruits, pastries, and a coffee mug.
A bedroom with a bed, two bedside lamps, a ceiling fan, and a view of a balcony with plants.

Westwinds Inn

Westwinds Inn
Key West Historic District
S$22 off
S$201
for 1 room
includes taxes & fees
Westwinds Inn
A wooden deck with a hammock, pool, and lounge chairs overlooking a tropical garden.
A pool area with lounge chairs and a wooden building with balconies.
A compact kitchen with wooden cabinets, a microwave, stove, and refrigerator. There is a dining area with a table and chairs, and a sofa.
A garden with a pond, rocks, and various plants.

Island City House Hotel

Island City House Hotel
Key West Historic District
S$221
for 1 room
includes taxes & fees
Island City House Hotel
A balcony with wicker furniture, a view of the sea, and a spiral staircase.
A swimming pool with lounge chairs and palm trees, overlooking a sunset over the water.
A modern dining area with a glass table, four chairs, and a ceiling fan.
A beach with palm trees, clear blue water, and a pier extending into the sea.

Beachside Resort & Residences

Beachside Resort & Residences
Key West
S$235
for 1 room
includes taxes & fees
Beachside Resort & Residences
A bedroom with a bed, bedside table, lamp, and a small kitchenette. There is a balcony with wicker chairs and a glass table.
A spacious living area with a gray sofa, wooden staircase, and a kitchen in the background.
A pool area with lounge chairs and umbrellas, surrounded by buildings with balconies and a clear blue sky.
A spacious living area with a wooden staircase, a ceiling fan, a TV, and a view of the beach through an open door.

Eden House

Eden House
Key West Historic District
S$27 off
S$239
for 1 room
includes taxes & fees
Eden House
A pool area with lounge chairs and a table, surrounded by palm trees.
A patio with a white wicker lounge chair, a wooden table with a book and a potted plant, surrounded by lush tropical foliage and palm trees.
A hotel room with a large bed, a nightstand, a desk, a bathroom with a shower, and a painting of a pier over water on the wall.
A neon sign for Orchid Key Inn with a 'VACANCY' sign below it.

Orchid Key Inn - Adults Only

Orchid Key Inn - Adults Only
Old Town Key West
S$264
for 1 room
includes taxes & fees
Orchid Key Inn - Adults Only
A room with a bed, a ceiling fan, and a window with blinds.
A cozy outdoor seating area with a wooden bench and a table, surrounded by potted plants and a coffee and tea sign.
A room with a yellow armchair, a glass coffee table, and a view of a wooden deck and tropical plants.
A spacious kitchen with wooden cabinets, a granite countertop, and a ceiling fan.

The Mermaid & Alligator

The Mermaid & Alligator
Old Town Key West
S$259
for 1 room
includes taxes & fees
The Mermaid & Alligator
A gated entrance with lush green foliage and a white picket fence.
A covered outdoor dining area with white chairs and tables, surrounded by lush greenery and a wooden deck.
A hotel room with a large bed, two bedside tables, a ceiling fan, and two framed pictures on the wall.
A swimming pool with lounge chairs, a covered deck, and a view of lush greenery.

Coco Plum Inn

Coco Plum Inn
Old Town Key West
S$204
for 1 room
includes taxes & fees
Coco Plum Inn
A pool area with lounge chairs and palm trees, surrounded by boats and a sunset in the background.
A hotel room with a large bed, a desk, a chair, a television, and a ceiling fan.
A restaurant with wooden tables and chairs, a counter with seafood signs, and large windows.
A marina with boats docked, a swimming pool, and palm trees.

The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
Stock Island
S$58 off
S$257
for 1 room
includes taxes & fees
The Perry Hotel & Marina Key West
A wooden deck with wicker furniture, a white staircase, and a lush garden area.
A two-story house with a balcony, surrounded by palm trees and a clear blue sky.
A hotel room with a large bed, a view of a swimming pool, and a balcony with outdoor seating.
A bedroom with a large bed, a view of a swimming pool, and an open door leading to an outdoor seating area.

Heron House - Adult Only

Heron House - Adult Only
Old Town Key West
S$145 off
S$216
for 1 room
includes taxes & fees
Heron House - Adult Only
A bedroom with a four-poster bed, a wooden desk, wicker chairs, and a view of the outdoors.
A cozy room with a wicker chair, a small table with a bottle and glasses, and a view of a yellow room through an open door.
A pool area with lounge chairs and candles, surrounded by palm trees and a building in the background.
A wooden door with glass panels, leading to an interior space with furniture and plants.

Tropical Inn

Tropical Inn
Old Town Key West
S$209
for 1 room
includes taxes & fees
Tropical Inn
A tropical outdoor area with palm trees, hanging plants, and string lights.
A large, two-story building with a balcony, surrounded by dense tropical foliage.
A hotel room with a bed, a wooden floor, a seating area with a table and chairs, and a view of greenery outside.
A wooden deck with lush greenery and a pool area.

Douglas House - Adults Only

Douglas House - Adults Only
Old Town Key West
S$32 off
S$211
for 1 room
includes taxes & fees
Douglas House - Adults Only
A modern hotel room with a large bed, a nightstand, a bedside table, and a bathroom visible through an open door.
A breakfast table with various food items and drinks, a pool in the background, and a tiled wall.
A swimming pool with lounge chairs, surrounded by palm trees and greenery.
A building with a sign reading "ALMOND Frog & Toad Inn" and a "VACANCY" sign below it.

Almond Tree Inn Hotel - Adults Only

Almond Tree Inn Hotel - Adults Only
Old Town Key West
S$117 off
S$280
for 1 room
includes taxes & fees
Almond Tree Inn Hotel - Adults Only
A bedroom with a bed, bedside table, lamp, and a small kitchenette. There is a balcony with wicker chairs and a glass table.
A spacious living area with a gray sofa, wooden staircase, and a kitchen in the background.
A pool area with lounge chairs and umbrellas, surrounded by buildings with balconies and a clear blue sky.
A spacious living area with a wooden staircase, a ceiling fan, a TV, and a view of the beach through an open door.

Eden House

Eden House
Key West Historic District
S$25 off
S$221
for 1 room
includes taxes & fees
Eden House
A reception area with a curved marble counter, ceiling fans, large windows, and a staircase.
A poolside area with lounge chairs and a clear blue pool surrounded by lush tropical vegetation.
A breakfast table with a variety of food items, including fruits, pastries, and a coffee mug.
A bedroom with a bed, two bedside lamps, a ceiling fan, and a view of a balcony with plants.

Westwinds Inn

Westwinds Inn
Key West Historic District
S$24 off
S$214
for 1 room
includes taxes & fees
Westwinds Inn
A covered porch with wicker furniture, potted plants, and a sign for the "Office" at the Palm Hotel.
A row of bicycles parked in front of a building with a white balcony and a palm tree.
A compact kitchen with white cabinets, a microwave, and a small dining area with two wicker chairs.
A hotel with a white facade, multiple balconies, and lush tropical landscaping.

The Palms Hotel

The Palms Hotel
Old Town Key West
S$67 off
S$197
for 1 room
includes taxes & fees
The Palms Hotel
A balcony with wicker furniture, a view of the sea, and a spiral staircase.
A swimming pool with lounge chairs and palm trees, overlooking a sunset over the water.
A modern dining area with a glass table, four chairs, and a ceiling fan.
A beach with palm trees, clear blue water, and a pier extending into the sea.

Beachside Resort & Residences

Beachside Resort & Residences
Key West
S$235
for 1 room
includes taxes & fees
Beachside Resort & Residences
A poolside area with lounge chairs, a staircase leading to a balcony, and a pool.
An outdoor patio with tables and chairs, surrounded by trees and a house.
A Southernmost Inn with a porch, a sign indicating vacancy, and a staircase leading to the entrance.
A dining area with round tables and wicker chairs, a ceiling fan, and a bar area in the background.

The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only
Old Town Key West
S$206
for 1 room
includes taxes & fees
The Southernmost Inn - Adults Only
A rectangular pool with a white deck, surrounded by lush greenery and a gazebo.
A cozy living room with a wooden ceiling, a sofa set, two side tables with lamps, and framed artwork on the wall.
A hotel room with a bed, a nightstand, a chair, a small table, and a ceiling fan.
A spacious living room with a high ceiling, a ceiling fan, a large painting, a sofa, a coffee table, and a dining area with a table and chairs.

Ambrosia Key West

Ambrosia Key West
Old Town Key West
S$247
for 1 room
includes taxes & fees
Ambrosia Key West
A bright green porch with hanging planters, a wooden chair, and a railing.
A brightly colored Caribbean house with a balcony, a sign indicating it's for rent, and bicycles parked outside.
A marina with multiple boats docked, wooden pilings, and a dock with ropes.
A bar area with a wooden counter, colorful decorations, and a sign with motivational ocean-themed text.

Caribbean House

Caribbean House
Old Town Key West
S$251
for 1 room
includes taxes & fees
Caribbean House
A wooden boardwalk leading to a beach with palm trees and a clear sky.
A grand room with a large wooden door, a fireplace with a mantelpiece, and a chandelier.
An outdoor patio with wicker furniture and a ceiling fan, surrounded by lush greenery and a view of a residential area.
A grand hallway with ornate ironwork, a chandelier, and a wooden floor.

Amsterdam's Curry Mansion Inn

Amsterdam's Curry Mansion Inn
Key West Historic District
S$210
for 1 room
includes taxes & fees
Amsterdam's Curry Mansion Inn
A pool area with lounge chairs, a white fence, and tropical plants.
A wooden deck with a hot tub, surrounded by tropical vegetation and a bungalow-style house with a sloped roof.
A two-story house with a balcony, a front porch with chairs, and a staircase leading to the upper level.
A King Room at An Island Oasis with a large bed, dresser, and a mirror.

Wicker Guesthouse

Wicker Guesthouse
Old Town Key West
S$236
for 1 room
includes taxes & fees
Wicker Guesthouse
A wooden deck with a hammock, pool, and lounge chairs overlooking a tropical garden.
A pool area with lounge chairs and a wooden building with balconies.
A compact kitchen with wooden cabinets, a microwave, stove, and refrigerator. There is a dining area with a table and chairs, and a sofa.
A garden with a pond, rocks, and various plants.

Island City House Hotel

Island City House Hotel
Key West Historic District
S$286
for 1 room
includes taxes & fees
Island City House Hotel
A pool area with lounge chairs and palm trees, surrounded by boats and a sunset in the background.
A hotel room with a large bed, a desk, a chair, a television, and a ceiling fan.
A restaurant with wooden tables and chairs, a counter with seafood signs, and large windows.
A marina with boats docked, a swimming pool, and palm trees.

The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
Stock Island
S$58 off
S$257
for 1 room
includes taxes & fees
The Perry Hotel & Marina Key West
A tropical outdoor area with palm trees, hanging plants, and string lights.
A large, two-story building with a balcony, surrounded by dense tropical foliage.
A hotel room with a bed, a wooden floor, a seating area with a table and chairs, and a view of greenery outside.
A wooden deck with lush greenery and a pool area.

Douglas House - Adults Only

Douglas House - Adults Only
Old Town Key West
S$93 off
S$623
for 2 nights, 1 room
S$311 per night
includes taxes & fees
Douglas House - Adults Only
A balcony with wicker furniture, a view of the sea, and a spiral staircase.
A swimming pool with lounge chairs and palm trees, overlooking a sunset over the water.
A modern dining area with a glass table, four chairs, and a ceiling fan.
A beach with palm trees, clear blue water, and a pier extending into the sea.

Beachside Resort & Residences

Beachside Resort & Residences
Key West
S$166 off
S$571
for 2 nights, 1 room
S$285 per night
includes taxes & fees
Beachside Resort & Residences
A wooden deck with wicker furniture, a white staircase, and a lush garden area.
A two-story house with a balcony, surrounded by palm trees and a clear blue sky.
A hotel room with a large bed, a view of a swimming pool, and a balcony with outdoor seating.
A bedroom with a large bed, a view of a swimming pool, and an open door leading to an outdoor seating area.

Heron House - Adult Only

Heron House - Adult Only
Old Town Key West
S$663
for 2 nights, 1 room
S$331 per night
includes taxes & fees
Heron House - Adult Only
A bright green porch with hanging planters, a wooden chair, and a railing.
A brightly colored Caribbean house with a balcony, a sign indicating it's for rent, and bicycles parked outside.
A marina with multiple boats docked, wooden pilings, and a dock with ropes.
A bar area with a wooden counter, colorful decorations, and a sign with motivational ocean-themed text.

Caribbean House

Caribbean House
Old Town Key West
S$613
for 2 nights, 1 room
S$307 per night
includes taxes & fees
Caribbean House
A pool area with lounge chairs, a white fence, and tropical plants.
A wooden deck with a hot tub, surrounded by tropical vegetation and a bungalow-style house with a sloped roof.
A two-story house with a balcony, a front porch with chairs, and a staircase leading to the upper level.
A King Room at An Island Oasis with a large bed, dresser, and a mirror.

Wicker Guesthouse

Wicker Guesthouse
Old Town Key West
S$240 off
S$720
for 2 nights, 1 room
S$360 per night
includes taxes & fees
Wicker Guesthouse
A rectangular pool with a white deck, surrounded by lush greenery and a gazebo.
A cozy living room with a wooden ceiling, a sofa set, two side tables with lamps, and framed artwork on the wall.
A hotel room with a bed, a nightstand, a chair, a small table, and a ceiling fan.
A spacious living room with a high ceiling, a ceiling fan, a large painting, a sofa, a coffee table, and a dining area with a table and chairs.

Ambrosia Key West

Ambrosia Key West
Old Town Key West
S$866
for 2 nights, 1 room
S$433 per night
includes taxes & fees
Ambrosia Key West
A wooden boardwalk leading to a beach with palm trees and a clear sky.
A grand room with a large wooden door, a fireplace with a mantelpiece, and a chandelier.
An outdoor patio with wicker furniture and a ceiling fan, surrounded by lush greenery and a view of a residential area.
A grand hallway with ornate ironwork, a chandelier, and a wooden floor.

Amsterdam's Curry Mansion Inn

Amsterdam's Curry Mansion Inn
Key West Historic District
S$751
for 2 nights, 1 room
S$376 per night
includes taxes & fees
Amsterdam's Curry Mansion Inn
A modern hotel room with a white sofa, a zebra-patterned rug, and a large mirror above the sofa.
A spacious living room with a wooden ceiling, white sofas, a patterned armchair, a glass coffee table, and a large painting on the wall.
A spacious living room with a sofa, chairs, and a dining table. There are large windows with blinds, a door leading to a patio, and a ceiling with exposed beams.
A narrow room with a bed, a potted plant, and a window with blinds.

Alexander's Guesthouse - Adult Exclusive

Alexander's Guesthouse - Adult Exclusive
Old Town Key West
S$85 off
S$856
for 2 nights, 1 room
S$428 per night
includes taxes & fees
Alexander's Guesthouse - Adult Exclusive
A reception area with a curved marble counter, ceiling fans, large windows, and a staircase.
A poolside area with lounge chairs and a clear blue pool surrounded by lush tropical vegetation.
A breakfast table with a variety of food items, including fruits, pastries, and a coffee mug.
A bedroom with a bed, two bedside lamps, a ceiling fan, and a view of a balcony with plants.

Westwinds Inn

Westwinds Inn
Key West Historic District
S$101 off
S$906
for 2 nights, 1 room
S$453 per night
includes taxes & fees
Westwinds Inn
A poolside area with lounge chairs, a staircase leading to a balcony, and a pool.
An outdoor patio with tables and chairs, surrounded by trees and a house.
A Southernmost Inn with a porch, a sign indicating vacancy, and a staircase leading to the entrance.
A dining area with round tables and wicker chairs, a ceiling fan, and a bar area in the background.

The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only
Old Town Key West
S$803
for 2 nights, 1 room
S$401 per night
includes taxes & fees
The Southernmost Inn - Adults Only
A swimming pool with a blue mosaic wall and a waterfall feature.
A bedroom with a bed, a ceiling fan, a window with blinds, a framed picture on the wall, and a nightstand with a lamp.
A room with a wooden wall decor featuring starfish and a small shelf with a basket.
A white building with a staircase leading to a door, surrounded by large tropical plants.

Colors on White

Colors on White
Old Town Key West
S$228 off
S$683
for 2 nights, 1 room
S$341 per night
includes taxes & fees
Colors on White
A garden pathway leading to a white gazebo with pink flowers, surrounded by lush greenery and a white fence.
A bar area with a counter, chairs, and a clock.
A colonial-style building with a porch, surrounded by lush tropical vegetation.
A couple walking along a poolside pathway surrounded by lush greenery.

The Gardens Hotel

The Gardens Hotel
Old Town Key West
S$1,103
for 2 nights, 1 room
S$551 per night
includes taxes & fees
The Gardens Hotel
Pool
A spacious living area with a sofa, chairs, a coffee table, and a foosball table. Large windows offer a view of the outdoor area.
A couple holding hands in a tropical setting with palm trees and greenery.
A modern cafe with a wooden counter, seating area, and shelves stocked with beverages.

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
New Town
S$752
for 2 nights, 1 room
S$376 per night
includes taxes & fees
Sign in for extra savings
Blue Flamingo Resort Key West
A swimming pool with water splashing, surrounded by palm trees and a building in the background.
A two-story yellow house with a porch, white railings, and green shutters.
A hotel with a pool, bicycles, and lush greenery.
The entrance to Silver Palms Inn with a reception desk, a seating area, and a glass door.

Silver Palms Inn & Historic Homes

Silver Palms Inn & Historic Homes
Old Town Key West
S$83 off
S$921
for 2 nights, 1 room
S$460 per night
includes taxes & fees
Silver Palms Inn & Historic Homes
A gated entrance with a gazebo, palm trees, and a brick pathway leading to a building with a red roof.
A garden with a statue of two figures, lush greenery, and a building in the background.
A poolside area with lounge chairs and umbrellas, a bar, and a staircase leading to a house.
A waterfront property with a white facade, palm trees, and a street view.

Duval Inn

Duval Inn
Old Town Key West
S$184 off
S$862
for 2 nights, 1 room
S$431 per night
includes taxes & fees
Duval Inn

Check out pet-friendly hotels in Key West

A pool area with lounge chairs and umbrellas, surrounded by palm trees and a view of the ocean.
A bar area with a thatched roof, wooden chairs, and a poolside view.
A hotel room with a balcony, a bed, a desk, and two chairs.
A hotel room with a large bed, a TV mounted on a wooden cabinet, and a balcony with a view of palm trees.

Hampton Inn Key West FL

Hampton Inn Key West FL
Key West
S$238
includes taxes & fees
6 Oct - 7 Oct
Hampton Inn Key West FL
A swimming pool surrounded by palm trees and a natural rock formation.
A cozy room with wicker furniture, a glass coffee table, and a view of lush greenery outside.
A covered outdoor seating area with a pool in the background.
A bar setting with a bartender preparing a drink, a counter with various bottles, and a TV screen in the background.

Havana Cabana at Key West

Havana Cabana at Key West
New Town
S$240
includes taxes & fees
1 Oct - 2 Oct
Havana Cabana at Key West
A clear swimming pool with lounge chairs and gazebos, surrounded by palm trees.
An outdoor patio with tables and chairs, umbrellas, and palm trees.
A spacious indoor dining area with tables and chairs, ceiling fans, and large windows.
A hotel with a central courtyard, palm trees, and a fountain.

DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
Key West
S$226
includes taxes & fees
6 Oct - 7 Oct
DoubleTree Resort by Hilton Grand Key - Key West
Pool
A spacious living area with a sofa, chairs, a coffee table, and a foosball table. Large windows offer a view of the outdoor area.
A couple holding hands in a tropical setting with palm trees and greenery.
A modern cafe with a wooden counter, seating area, and shelves stocked with beverages.

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
New Town
S$230
includes taxes & fees
1 Oct - 2 Oct
Blue Flamingo Resort Key West
A swimming pool with lounge chairs and palm trees.
A modern living room with a sectional sofa, a small round table, and a potted plant.
A covered outdoor seating area with a central bar, patterned chairs, and a decorative sign.
A bar area with a wooden counter, bar stools, and a sign that reads 'So we BEATON.'

Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection
New Town
S$193
includes taxes & fees
4 Oct - 5 Oct
Hilton Garden Inn Key West / The Keys Collection
A bottle of Marc's Reserve 12 FL. OZ. on a coaster with a metal table.
A patio area with white metal tables and chairs, surrounded by potted plants and palm trees.
A front door with purple shutters, a small porch, and a doormat with 'The Artist House Circa 1890' text.
A pool with a lion head sculpture in the center.

Artist House Key West

Artist House Key West
Key West Historic District
S$316
includes taxes & fees
21 Oct - 22 Oct
Artist House Key West
A wooden archway leading to a pool area surrounded by lush tropical vegetation.
A large, two-story building with a symmetrical facade, a central entrance with a double door, and a balcony on the upper floor.
A beach with palm trees, lounge chairs, and umbrellas.
A beach with palm trees, a sandy shore, and a calm sea under a clear sky.

Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
Northside Resort
S$263
includes taxes & fees
13 Oct - 14 Oct
Parrot Key Hotel & Villas
A pool area with a brick patio, potted plants, and a covered seating area.
A white picket fence, a palm tree, and a sign reading "Garden House Key West".
A view through a glass door with a metal handle, leading to a white fence and a blue car parked outside.
A porch with a white chair, a wooden door, and a small indoor dining area visible through the door.

The Garden House

The Garden House
Key West Historic District
S$170
includes taxes & fees
1 Oct - 2 Oct
The Garden House
A spacious living room with a balcony, a ceiling fan, and a large window offering a view of the ocean.
A modern kitchen with white cabinets and a built-in microwave. There is a dining area with a table set for two, a sofa, and a balcony with a view of the ocean.
A hotel room with two beds, a balcony with a view of the ocean, and a large wave painting on the wall.
A multi-story hotel with balconies and a well-lit entrance.

The Laureate Key West

The Laureate Key West
New Town
S$264
includes taxes & fees
4 Oct - 5 Oct
The Laureate Key West
A marina with boats docked, a pool area, and a building with a white facade.
A breakfast setting with a table, chairs, a vase with flowers, and a city view.
A clear view of turquoise ocean water and a blue sky with clouds.
A marina with numerous boats docked, a swimming pool, and palm trees.

Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
Stock Island
S$259
includes taxes & fees
1 Oct - 2 Oct
Hilton Key West Resort & Marina
View all properties

You may also like resorts in Key West

A pool area with lounge chairs and a cabana.
A hotel room with a bed, a sofa, a desk with a computer, a chair, and a view of the sea through large windows.
A dining area with a glass table, clear glass bottles, a bowl of fruit, and a wicker chair.
A waterfront hotel with a long pier, multiple balconies, and a view of the ocean.

Ocean Key Resort - A Noble House Resort

Ocean Key Resort - A Noble House Resort
Key West Historic District
S$452
includes taxes & fees
15 Oct - 16 Oct
Ocean Key Resort - A Noble House Resort
A clear swimming pool with lounge chairs and gazebos, surrounded by palm trees.
An outdoor patio with tables and chairs, umbrellas, and palm trees.
A spacious indoor dining area with tables and chairs, ceiling fans, and large windows.
A hotel with a central courtyard, palm trees, and a fountain.

DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
Key West
S$226
includes taxes & fees
6 Oct - 7 Oct
DoubleTree Resort by Hilton Grand Key - Key West
A hotel with a swimming pool, balconies, and a view of the sea.
A marina with jet skis docked in front of a hotel with a dock and a boat in the background.
A beach wedding setup with white chairs, a wooden arch, and lanterns.
A spacious bar area with a wooden counter and green bar stools, a seating area with a sofa and chairs, and a dining area with a table set for two.

Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa
Key West Historic District
S$426
includes taxes & fees
6 Oct - 7 Oct
Hyatt Centric Key West Resort and Spa
A wooden deck with wicker furniture and a glass balustrade overlooking a beach.
A spacious lobby with green sofas, a coffee table, and a dining area.
A beachside spa with two massage tables under a canopy, overlooking the sea and a pier.
A beach with white lounge chairs and umbrellas, a sandy shore, and a calm sea under a partly cloudy sky.

Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton
Old Town Key West
S$459
includes taxes & fees
5 Oct - 6 Oct
Casa Marina Key West, Curio Collection by Hilton
A beachfront hotel with a covered patio, palm trees, and a boat on the sand.
A resort with a beach, a dock, and a water view.
A balcony with a view of the ocean, a sofa, and a massage table.
A pool area with lounge chairs and umbrellas, surrounded by palm trees and a building with balconies.

Pier House Resort & Spa

Pier House Resort & Spa
Key West Historic District
S$407
includes taxes & fees
6 Oct - 7 Oct
Pier House Resort & Spa
A beach with a wooden pier, palm trees, and beach umbrellas.
An outdoor dining area with tables set for guests, overlooking a calm sea and a pier.
A modern bar area with a central island, white bar stools, and a view of the ocean.
An outdoor dining area with tables and chairs, overlooking the ocean.

The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton
Old Town Key West
S$372
includes taxes & fees
8 Oct - 9 Oct
The Reach Key West, Curio Collection by Hilton
A pool area with lounge chairs and palm trees.
A sign for Santa Maria Resort surrounded by lush greenery and palm trees.
A reception area with a modern design, featuring a reception desk, a sofa, and a potted plant.
A hotel room with a large bed, a glass partition with orchid vases, a desk with a lamp, a chair, and a bathroom visible through an open door.

Santa Maria Suites

Santa Maria Suites
Old Town Key West
S$502
includes taxes & fees
1 Oct - 2 Oct
Santa Maria Suites
A balcony with two rocking chairs facing a beach with palm trees and a pier.
A spacious living room with hardwood flooring, a wooden sofa set, a coffee table, and a ceiling fan.
A white building with a porch and a sign that reads "Coconut Beach Resort."
A beach with clear skies, calm water, and a wooden pier with umbrellas.

Coconut Beach Resort

Coconut Beach Resort
Old Town Key West
S$494
includes taxes & fees
13 Oct - 14 Oct
Coconut Beach Resort
A pool area with lounge chairs and palm trees, overlooking the ocean.
A bedroom with a bed, desk, chair, ceiling fan, and a view of the outdoors through a sliding door.
A beach view with palm trees and lounge chairs.
A beachfront hotel with multiple buildings, palm trees, and a clear view of the ocean.

Coconut Beach Resort Timeshare

Coconut Beach Resort Timeshare
Old Town Key West
S$2,176
includes taxes & fees
13 Oct - 14 Oct
Coconut Beach Resort Timeshare
View all properties

You can also stay at hotels with a pool in Key West

A wooden deck with white railings, surrounded by lush greenery and a staircase leading to a building.
A lush garden with a variety of tropical plants and a paved walkway.
A hallway with a white door, a wooden bench, a blue sofa, and a staircase with a white railing.
A swimming pool with a mural of a dolphin and a butterfly, surrounded by lounge chairs and palm trees.

Duval House

Duval House
Old Town Key West
S$164
includes taxes & fees
1 Oct - 2 Oct
Duval House
A bedroom with a four-poster bed, a wooden desk, wicker chairs, and a view of the outdoors.
A cozy room with a wicker chair, a small table with a bottle and glasses, and a view of a yellow room through an open door.
A pool area with lounge chairs and candles, surrounded by palm trees and a building in the background.
A wooden door with glass panels, leading to an interior space with furniture and plants.

Tropical Inn

Tropical Inn
Old Town Key West
S$209
includes taxes & fees
1 Oct - 2 Oct
Tropical Inn
A pool area with lounge chairs and a cabana.
A hotel room with a bed, a sofa, a desk with a computer, a chair, and a view of the sea through large windows.
A dining area with a glass table, clear glass bottles, a bowl of fruit, and a wicker chair.
A waterfront hotel with a long pier, multiple balconies, and a view of the ocean.

Ocean Key Resort - A Noble House Resort

Ocean Key Resort - A Noble House Resort
Key West Historic District
S$452
includes taxes & fees
15 Oct - 16 Oct
Ocean Key Resort - A Noble House Resort
A swimming pool with clear water, surrounded by lush greenery and palm trees.
A yellow building with a blue door and shutters, a number '302' on the wall, and a small porch area.
A covered porch with white columns and wicker furniture.
A bedroom with a bed, a ceiling fan, an air conditioning unit, a bedside table, a lamp, and a window with blinds.

Tranquility Guest House

Tranquility Guest House
Old Town Key West
S$266
includes taxes & fees
4 Oct - 5 Oct
Tranquility Guest House
A swimming pool surrounded by palm trees and a natural rock formation.
A cozy room with wicker furniture, a glass coffee table, and a view of lush greenery outside.
A covered outdoor seating area with a pool in the background.
A bar setting with a bartender preparing a drink, a counter with various bottles, and a TV screen in the background.

Havana Cabana at Key West

Havana Cabana at Key West
New Town
S$240
includes taxes & fees
1 Oct - 2 Oct
Havana Cabana at Key West
A balcony with wicker furniture, a view of the sea, and a spiral staircase.
A swimming pool with lounge chairs and palm trees, overlooking a sunset over the water.
A modern dining area with a glass table, four chairs, and a ceiling fan.
A beach with palm trees, clear blue water, and a pier extending into the sea.

Beachside Resort & Residences

Beachside Resort & Residences
Key West
S$235
includes taxes & fees
1 Oct - 2 Oct
Beachside Resort & Residences
A pool area with lounge chairs and umbrellas, surrounded by palm trees and a view of the ocean.
A bar area with a thatched roof, wooden chairs, and a poolside view.
A hotel room with a balcony, a bed, a desk, and two chairs.
A hotel room with a large bed, a TV mounted on a wooden cabinet, and a balcony with a view of palm trees.

Hampton Inn Key West FL

Hampton Inn Key West FL
Key West
S$238
includes taxes & fees
6 Oct - 7 Oct
Hampton Inn Key West FL
A hotel room with a bed, a view of the beach, a hammock, and beach chairs.
A beachfront hotel with multiple colorful buildings, a pool area, and a boat dock.
A pool area with blue lounge chairs, a hot tub, and a covered seating area.
A beachfront restaurant with outdoor seating, a seafood sign, and a market sign.

Ibis Bay Beach Resort

Ibis Bay Beach Resort
Northside Resort
S$229
includes taxes & fees
1 Oct - 2 Oct
Ibis Bay Beach Resort
A modern hotel room with a large bed, a nightstand, a bedside table, and a bathroom visible through an open door.
A breakfast table with various food items and drinks, a pool in the background, and a tiled wall.
A swimming pool with lounge chairs, surrounded by palm trees and greenery.
A building with a sign reading "ALMOND Frog & Toad Inn" and a "VACANCY" sign below it.

Almond Tree Inn Hotel - Adults Only

Almond Tree Inn Hotel - Adults Only
Old Town Key West
S$265
includes taxes & fees
5 Oct - 6 Oct
Almond Tree Inn Hotel - Adults Only
A clear swimming pool with lounge chairs and gazebos, surrounded by palm trees.
An outdoor patio with tables and chairs, umbrellas, and palm trees.
A spacious indoor dining area with tables and chairs, ceiling fans, and large windows.
A hotel with a central courtyard, palm trees, and a fountain.

DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
Key West
S$226
includes taxes & fees
6 Oct - 7 Oct
DoubleTree Resort by Hilton Grand Key - Key West
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Our prices for hotels in Key West are cheapest in September
Price trends for hotels in Key West
Pricing is based on two traveller single night rates
View properties in September
Typical weather for Key West
September
High 29°C / low 28°C. Sunny most days.
View properties in September
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Monthly weather averages (˚C)

Top neighbourhoods in Key West

A large red brick building with arched windows and a prominent entrance.
A street lined with colorful historic buildings, a clear blue sky, and a motorcyclist riding down the road.
A red trolley with passengers, a motorcyclist, and palm trees in the background.
A lighthouse, a white building with green shutters, and a small white structure with a wooden roof.
A white lighthouse with a black top, a white building with green shutters, and a palm tree.

Old Town Key West

Old Town Key West mixes Caribbean charm with historical treasures on every corner. Stroll past colourful Victorian "Conch Houses" with gingerbread trim to discover Ernest Hemingway's six-toed cats or the gleaming Truman Little White House. Duval Street buzzes with lively bars and music venues while Mallory Square hosts unforgettable sunset celebrations with fire jugglers and street performers. The area serves up everything from fresh grouper and conch fritters to key lime pie at spots ranging from waterfront fine dining to casual shacks. Most travellers explore the charming brick streets on foot or by renting bikes, with trolleys looping frequently through the walkable historic grid.

A row of pastel-colored houses with white railings and a clear blue sky.
A marina with yachts docked, a prominent red building, and a coastal cityscape in the background.
A white church with a bell tower and a large arched entrance.
A historic street with ornate buildings, including a church with twin spires and a building with a balcony.
A person skydiving over a coastal landscape with clear turquoise waters, green vegetation, and a road.
Photo by Ronaldo Esteves

New Town

New Town gives you a quieter slice of Key West living away from the tourist crowds. This peaceful residential area offers wide streets for strolling and a glimpse into authentic island life. Nearby Smathers Beach and the Key West Tropical Forest provide natural escapes when you need a break from the bustle. Budget-friendly chain hotels and holiday rentals make this area wallet-friendly for longer stays. Cuban-American eateries and family restaurants offer affordable meals, while shopping plazas with supermarkets help you feel right at home. A car is handy, but free parking is plentiful throughout the area.

A two-story colonial-style building with a balcony, surrounded by lush greenery and palm trees.
A street with a pharmacy, a theater, and a yellow building.
A historic building with ornate architecture, a balcony, and a coat of arms.
A coastal town with a prominent building featuring a blue awning, a chicken shack, and a store with colorful merchandise.
The Monroe County Courthouse with a clock tower, surrounded by trees and a clear blue sky.

Downtown Key West

City centre Key West dazzles with its historic charm and direct energy. Wander Duval Street's lively scene, visit Hemingway's famous six-toed cat sanctuary, or catch the sunset celebration at Mallory Square where fire-breathers and musicians perform against stunning Gulf backdrops. The neighborhood's Victorian mansions with gingerbread trim and weathered coral stone churches create a unique tropical atmosphere. The area serves up fresh seafood from casual waterfront joints to upscale restaurants. Most attractions sit within a walkable six-block radius, though you can hop on the Conch Tour Train when your feet need a break. Boutique hotels and historic inns with tropical courtyards offer charming places to crash after experiencing the legendary bar scene.

A white lighthouse surrounded by lush greenery and a white picket fence.
A large red brick building with arched windows and a prominent entrance.
A wooden sign for Ernest Hemingway Home with admission prices and operating hours.
A white lighthouse with a black top, surrounded by lush green trees and a clear blue sky.
A two-story house with green shutters and a wooden balcony.

Key West Historic District

The Key West Historic District lets your inner wanderer loose on pastel-painted streets steeped in salty charm. Ernest Hemingway's old stomping grounds mix with lively bars and the nightly sunset celebration at Mallory Square. History buffs explore the Truman Little White House while party people hit Duval Street for live music and tropical drinks. Fresh seafood and Cuban-influenced cuisine fuel your adventures between historic Victorian B&Bs and boutique inns with tropical courtyards. Getting around is easy—just stroll the narrow brick streets, hop on a narrated trolley tour, or rent a bike to cruise this flat, compact island paradise.

A street with a pharmacy, a theater, and a yellow building.
A city trolley with "Lowest Prices" and "Trolley Tours" advertisements.
A colorful pole with the text "90 Miles to Cuba" and "Southern" on it.
A coastal resort with white buildings, palm trees, and a clear blue sky.
A colorful monument with text indicating it is the Southernmost Point of the Continental U.S.A. in Key West, Florida.

Uptown - Upper Duval

Key West's Uptown - Upper Duval neighbourhood has lots of places to visit, such as Duval Street and Florida Keys Beaches.

Top landmarks in Key West

A street with a pharmacy, a theater, and a yellow building.

Duval Street

9.2/10 (20,928 reviews)
If you want to give your credit card some exercise, head out to Duval Street, a popular place for shoppers in Key West Historic District. Splash some more cash at Mallory Dock and We Cycle Key West.
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A colorful monument with text indicating it is the Southernmost Point of the Continental U.S.A. in Key West, Florida.

Southernmost Point

8.8/10 (17,214 reviews)
If you're planning a bit of sightseeing, head to Southernmost Point – just one of the monuments in Old Town Key West. Why not take a stroll along the beaches and watch the sunset while you're here?
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A sign reading "Welcome to Mallory Square" with an American flag, a red and white striped awning, and a statue of a man in a blue shirt and straw hat.

Mallory Square

9.2/10 (15,939 reviews)
Mallory Square is worth passing through for a few pics when in Key West Historic District. Why not take a stroll along the beaches and watch the sunset while you're here?
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A beach with white sand, palm trees, and a building in the background.

Smathers Beach

8.4/10 (8,320 reviews)
Whether you want to collect beach glass or watch the sunset, Smathers Beach is a spot you might want to check out, located 1.7 mi (2.8 km) from central Key West. If you want to continue walking by the waves, head to Clarence S. Higgs Memorial Beach Park located nearby.
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A vintage typewriter on a wooden table with a notebook and pen beside it.

Ernest Hemingway Home and Museum

9.2/10 (8,543 reviews)
Ernest Hemingway Home and Museum is just one of the attractions in Old Town Key West, Key West so you might want to stop by during your trip. Why not take a stroll along the beaches and watch the sunset while you're here? If you want to experience more of the culture Key West has to offer, head to Key West Lighthouse and Keeper's Quarters Museum, Duval Street, and Key West Butterfly and Nature Conservatory.
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A coastal fortification with a staircase leading to a higher platform, overlooking the sea.

Fort Zachary Taylor Historic State Park

9.0/10 (4,544 reviews)
Fort Zachary Taylor Historic State Park is 0.6 mi (1 km) from central Key West, why not stop by during your stay? Why not take a stroll along the beaches and watch the sunset while you're here?
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A beachside resort with palm trees, a large white building, and a checkered pattern on the sand.

South Beach

8.4/10 (5,461 reviews)
If being by the water is a major draw, South Beach is a spot you might want to check out, located 0.7 mi (1.1 km) from central Key West. Catch the sunset by the shore at Simonton Beach, just a short walk away.
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Learn more about Key West

Hemingway's ghost still haunts the bars where he once drank, while cockerels strut through streets with more confidence than tourists. At Mallory Square, sunset becomes theatre as fire-jugglers and troubadours compete for attention. The Southernmost Point buoy draws selfie-seekers, though locals know the actual southernmost spot lies elsewhere. Tour the author's six-toed-cat-filled home before cooling off with key lime pie that sparks debates about meringue versus whipped cream. Snorkel at Fort Zachary Taylor, then wander Duval Street where T-shirt shops give way to sophisticated galleries. The Truman Little White House reveals presidential history, while the nightly parade of characters proves that in Key West, being normal is the only real sin.

See all hotels in Key West
A sunny street lined with historic buildings, a 'ONE WAY' sign, and a flagpole with flags.

Check out reviews of Key West hotels guests love

Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

10/10 Excellent
"This property is nicer than anything we found closer to Duval Street. This property is 5 stars! Roomy, worth every penny. I loved my king size bed. I loved the properties gardens and the pools. It was quiet, private, and luxurious. I have one critique, valet parking is not needed. $30 for Valet is not needed."
Krystal 1-night trip
Posted 5 hours ago
Parrot Key Hotel & Villas
Ibis Bay Beach Resort

Ibis Bay Beach Resort

10/10 Excellent
"Good service"
rolando 3-night trip
Posted 6 hours ago
Ibis Bay Beach Resort
Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns

10/10 Excellent
"The property offered striking beauty and an ideal location. The staff we spoke with throughout our stay were consistently friendly and welcoming. I appreciated the amenities. The complimentary continental breakfast and two welcome drinks were excellent. I would gladly return for another visit."
Lauren 1-night trip
Posted 6 hours ago
Winslow's Bungalows - Key West Historic Inns
Beachside Resort & Residences

Beachside Resort & Residences

10/10 Excellent
"Beautiful"
orlando 2-night trip
Posted 7 hours ago
Beachside Resort & Residences
Hampton Inn Key West FL

Hampton Inn Key West FL

10/10 Excellent
"This is our 8th stay at The Hampton Inn key west. Great property, awesome staff especially Kim at the front desk. Very clean property and nice rooms .we always stay ocean front, beautiful view, peaceful.Cant wait to go again."
Beverly 3-night trip
Posted 8 hours ago
Hampton Inn Key West FL
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

10/10 Excellent
"Amazing place to stay for vacation."
David 5-night trip
Posted 8 hours ago
Casa Marina Key West, Curio Collection by Hilton
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

10/10 Excellent
"Property was amazing, our second time here. Staff was very accommodating! Pools were clean and the atmosphere at the pools was perfect. We will definitely be returning."
David John 5-night trip
Posted 14 hours ago
Southernmost Beach Resort and Guesthouses
Southwinds Motel

Southwinds Motel

10/10 Excellent
"Me and my fiancé had a great time"
Roger 2-night trip
Posted 15 hours ago
Southwinds Motel
Havana Cabana at Key West

Havana Cabana at Key West

10/10 Excellent
"Excellent place, beautiful decor, rooms, pool, will stay again. Well recommended place."
Mauricio 1-night trip
Posted 17 hours ago
Havana Cabana at Key West

Frequently asked questions

Can I book a refundable accommodation option in Key West?
If you want the flexibility to change your plans to Key West, most hotels offer refundable* rates that you can book. You can find these properties by searching our site and using the "fully refundable" filter to narrow down the results.
Where can I stay in Key West if I want a holiday rental instead of a hotel?
If you want to find a good alternative to a hotel, review our selection of 1025 holiday homes. In addition, there are 265 apartments and 614 condos.
What will the weather in Key West be like during my visit?
With an average temperature of 23°C during the coldest months, Key West is a great place to visit at any time of year.
Why should I book my Key West hotel with Hotels.com?
There are lots of reasons to book your Key West trip with us: our free cancellations on selected hotels* gives you flexibility, our Price Guarantee ensures that you always get the lowest price, and you can earn rewards on every booking.

Find out more about Key West

Embrace the Enchantment of Key West: Where Sea Meets Serenity

Key West, Florida, is a vibrant island paradise where the azure waters of the Gulf of Mexico meet a rich tapestry of culture and history. Renowned for its stunning sunsets, vibrant nightlife, and charming pastel-coloured architecture, this unique city invites visitors to explore the lively Duval Street, indulge in fresh seafood, and visit the Ernest Hemingway Home and Museum. Thrill-seekers can partake in water sports like snorkelling and diving in the nearby coral reefs. With its laid-back atmosphere and breathtaking landscapes, Key West is the perfect romantic getaway or off-the-beaten-path escape for all types of travellers.

Discover great hotels near Key West

Key West offers a delightful range of hotel accommodations, from charming boutique inns to upscale resorts with stunning ocean views. Friendly service and unique atmospheres abound, making it easy to find the perfect spot to relax after a day of exploring this vibrant island. Enjoy beautiful rooms, inviting pools, and easy access to local attractions. These are some of the hotels preferred by our travelers near Key West:

  1. Sugar Loaf LodgeOpens in a new window: This budget-friendly lodging offers a guest rating of 8.2 out of 10 and features adventure sports and recreational activities both onsite and nearby. With options such as motorboating and boat tours available directly at the property, it caters perfectly to adventurous travellers seeking a vibrant, engaging experience. The hotel is noted for its clean environment and friendly atmosphere, making it an attractive choice for those who appreciate a peaceful stay with a touch of local charm.
  2. Casa Marina Key WestOpens in a new window: Boasting a 5.0-star rating and a guest score of 8.4 out of 10, this resort is an ideal retreat for beach enthusiasts and adventure seekers alike. Guests can enjoy direct access to the beach, alongside a variety of onsite activities such as sailing and snorkeling. The exceptional service and stunning views make this property a standout choice for those looking to unwind in a beautiful coastal setting, ensuring a truly memorable holiday experience.
  3. La Concha Key WestOpens in a new window: With an impressive guest rating of 9.8 out of 10, this charming bed and breakfast offers a unique experience for travellers seeking adventure and a welcoming atmosphere. The beautifully designed grounds feature lush gardens, and the made-to-order breakfast is a highlight. Located conveniently near key attractions, this property is perfect for those desiring a blend of comfort and local culture, making it an excellent choice for discerning visitors who appreciate attention to detail and a relaxing retreat.

Where to stay in Key West

Cow Key, Old Town Key West, and Key West Historic District in provide diverse yet appealing experiences. Cow Key offers a family-friendly, romantic beach vibe with shopping and dining; Old Town Key West is known for Duval Street, the Southernmost Point, and Hemingway’s house; Key West Historic District dazzles with festivals, sunsets, and live music. First-time visitors should opt for Old Town Key West.

  1. Old Town Key WestOpens in a new window: Old Town Key West is the heart and soul of the island, perfect for travellers seeking a vibrant atmosphere. This historic area is known for its charming streets lined with colourful architecture, offering a unique blend of history and culture. You can stroll along Duval Street, where you'll find an array of shops, galleries, and lively bars. Don’t miss the iconic Southernmost Point buoy and the Ernest Hemingway Home and Museum, both must-see spots that showcase the area’s rich heritage. The local dining scene is fantastic, with plenty of options to savour fresh seafood and classic Floridian dishes. Whether you're enjoying a sunset at Mallory Square or soaking up the lively ambiance, Old Town Key West is a fantastic choice for an unforgettable stay.
  2. Key West Historic DistrictOpens in a new window: The Key West Historic District is a lively area that captures the essence of island life, making it an ideal spot for those who enjoy cultural experiences. This district comes alive with festivals and live music, providing endless entertainment options. You can rent a bike to explore the picturesque streets or take a boat excursion to soak in the stunning coastal views. As the sun sets, the area transforms into a vibrant hub of dancing and socialising, perfect for those looking to enjoy the local nightlife. With its charming tropical vibes, the Key West Historic District offers a unique blend of activities that cater to all interests, making it a must-visit during your trip.
  3. Cow KeyOpens in a new window: Cow Key is a hidden gem that offers a laid-back vibe perfect for families and couples alike. With its family-friendly atmosphere and beautiful beaches, it’s an excellent spot to unwind and enjoy some sun. You can explore the nearby dining options and check out the local shops for unique souvenirs. The area is also LGBT-friendly, making it a welcoming destination for everyone. Cow Key is conveniently located close to Old Town, so you can easily venture into the bustling heart of Key West while enjoying a more relaxed environment for your stay. This balance of tranquillity and accessibility truly makes Cow Key a desirable choice for your Key West trip.

Things to do in Key West

Key West beckons with its stunning coastal landscape, where azure waters meet soft sandy shores, ideal for sunbathing and water sports. Visitors can revel in spectacular sunsets, lively dancing, and vibrant live music, while engaging in boating, snorkelling, and nature trails. This tropical paradise is a feast for the senses!

  • Southernmost PointOpens in a new window – Visit this symbolic landmark that marks the southern tip, offering a notable photo opportunity to capture the essence of Key West’s connection to the sea.
  • Ernest Hemingway Home and MuseumOpens in a new window – Step into history at this preserved historic house where you can appreciate the life and legacy of one of America’s literary icons, all while enjoying views that nod to the maritime heritage of the area.
  • South BeachOpens in a new window – Enjoy a day at the beach where the soft sands and gentle waves invite you to relax, dip your toes in the water, and savour the seaside ambience that characterises Key West.
  • Stock Island Yacht Club & MarinaOpens in a new window – Explore this marina that offers not only docking facilities but also a glimpse into the vibrant boating lifestyle, perfect for those who appreciate the sea and its adventures.
  • Duval StreetOpens in a new window – Wander along this lively street lined with shops and eateries, where you can experience the local pulse and enjoy the coastal spirit that defines the town.

4 tips for savvy savings when booking a hotel in Key West

  1. Book for the cheapest times: Visiting Key West on a budget is particularly appealing from August to October, as hotel prices might drop during this period, making it an affordable destination. A stay of at least 3 to 4 days is ideal for delving into the rich history, cultural attractions and iconic landmarks of Key West, including its celebrated sunsets, lively bars, enchanting sea views, vibrant dancing, live music, engaging excursions, diverse entertainment, colourful festivals, boating and biking. This season offers great value for money, ensuring that your trip remains budget-friendly while providing a memorable experience steeped in culture and heritage.
  2. Look for last-minute deals on Hotels.com: When planning a Key West trip, you may discover attractive hotel deals by checking the DealsOpens in a new window section on Hotels.com. If you're looking for last-minute offers, explore the Last-Minute Deals area to find discounted accommodations near your travel date. Additionally, the Smart Shopping comparison tool within the app could help you compare hotel prices and amenities, ensuring you're more likely to see competitive options as soon as they become available. Stay alert for notifications and potential savings to make the most of your getaway.
  3. Be flexible with dates: Prices may vary due to factors such as the hotel’s location, star rating, and time of year, so being flexible with your dates could help you save on your stay in a Key West hotel. For those seeking distinctive accommodations, boutique hotels often provide a more personalised experience and may sometimes offer better value. When you book with Hotels.com, we will inform you if the price for your chosen dates is above or below the average, and if it appears higher, we might suggest alternative dates that could help you find a more attractive option.
  4. Consider your location: Hotels near the city centre usually tend to be more expensive, but with Key West’s excellent public transport links, you might find a more affordable independent hotel further afield that is still well connected. For those keen to explore alternative, less crowded neighbourhoods or even lesser-known nearby towns, there is often excellent value for money. Opting for these alternative destinations could offer a more authentic and budget-friendly experience.

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