A sunny street lined with historic buildings, a 'ONE WAY' sign, and a flagpole with flags.

Find Hotels with a Pool in Key West, FL

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Key West Hotels with a Pool

Tonight
Oct 14 - Oct 15
Tomorrow
Oct 15 - Oct 16
This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

Our top choices for Key West hotels with a pool

A white outdoor seating area with a pool view, featuring white chairs and a small table with a vase of flowers.
A large resort building with multiple balconies, palm trees, and a well-lit entrance area.
A covered balcony with white Adirondack chairs and a small table with flowers, overlooking a turquoise sea and distant shoreline.
A deck with sun loungers, a bar area, and a view of the ocean.

1. Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West
Old Town Key West
NT$8,330
NT$10,638 total
includes taxes & fees
Oct 18 - Oct 19
Opal Key Resort & Marina, 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 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.
A balcony with a view of the ocean, a table, chairs, and a railing.

2. Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa
Key West Historic District
NT$7,912
NT$11,144 total
includes taxes & fees
Oct 29 - Oct 30
Hyatt Centric Key West Resort and Spa
A poolside area with lounge chairs, a small table with a potted plant, and a white wall with greenery.
An outdoor seating area with a modern fire feature, surrounded by lush greenery and palm trees.
A modern bathroom with a glass shower enclosure, a vanity with a marble countertop, and a large mirror.
A modern hotel room with a bed, sofa, coffee table, and artwork.

3. H2O Suites - Adults Only

H2O Suites - Adults Only
Old Town Key West
NT$11,224
NT$14,798 total
includes taxes & fees
Nov 2 - Nov 3
H2O Suites - Adults Only
A pool area with lounge chairs and a cabana.
A restaurant with wooden chairs and tables, a view of the sea, and teal wall sconces.
A living room with a sofa, chairs, a coffee table, a TV, and a balcony with a view of buildings and palm trees.
A balcony with a table set for breakfast, overlooking the sea.

4. Ocean Key Resort - A Noble House Resort

Ocean Key Resort - A Noble House Resort
Key West Historic District
  • Float in the outdoor pool with Key West sunset views, poolside loungers, and bar service for luxury.
NT$10,087
NT$13,953 total
includes taxes & fees
Nov 2 - Nov 3
Ocean Key Resort - A Noble House Resort
A pool area with lounge chairs and umbrellas, surrounded by palm trees and a view of the ocean.
View from room
A hotel room with a balcony, a bed, a desk, and two chairs.
Breakfast area

5. Hampton Inn Key West FL

Hampton Inn Key West FL
Key West
  • Splash into ocean-view paradise at this poolside haven with loungers, umbrellas, and refreshing cocktail service.
NT$5,435
NT$6,115 total
includes taxes & fees
Oct 25 - Oct 26
Hampton Inn Key West FL
A swimming pool with water splashing, surrounded by palm trees and a building in the background.
A bathroom with a shower, toilet, and sink, featuring a black and white hexagonal tile pattern on the floor and walls.
A two-story yellow house with a porch, white railings, and green shutters.
A two-story building with a balcony, a sign reading 'LAPENSIONE INN', and a flag.

6. Silver Palms Inn & Historic Homes

Silver Palms Inn & Historic Homes
Old Town Key West
  • Pristine waters in the outdoor pool offer relaxation after exploring Key West's vibrant attractions.
NT$2,866
NT$5,395 total
includes taxes & fees
Oct 25 - Oct 26
Silver Palms Inn & Historic Homes
A poolside area with two covered seating areas labeled "Sugarloaf" and "Boca Grande," surrounded by palm trees and a clear blue pool.
A hotel room with a large bed, a wooden nightstand, a desk, a chair, and a window with curtains.
An outdoor patio area with tables and chairs, a bar area with a counter and bar stools, and a TV mounted on the wall.
A wooden outdoor dining table set with glassware, candles, and lanterns, surrounded by lush greenery.

7. Fairfield by Marriott Inn & Suites Key West at The Keys Collection

Fairfield by Marriott Inn & Suites Key West at The Keys Collection
New Town
  • Float in a tranquil oasis at this Key West hotel, where the outdoor pool beckons after adventures along nearby hiking trails.
NT$4,313
NT$5,756 total
includes taxes & fees
Oct 21 - Oct 22
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
A poolside area with wicker furniture, a covered seating area, and a white building with a balcony.
A table with chairs in a lush indoor garden setting.
A modern kitchen with a wooden counter, two stools, a wicker chair, and a hanging light fixture.
A pathway leading to a white gazebo with a view of a lighthouse in the distance.

8. Lighthouse Hotel - Key West Historic Inns

Lighthouse Hotel - Key West Historic Inns
Old Town Key West
  • Take a dip in Key West's serene outdoor pool oasis, where relaxation meets historic charm just steps from Duval Street.
NT$6,432
NT$8,865 total
includes taxes & fees
Oct 29 - Oct 30
Lighthouse Hotel - Key West Historic Inns
A swimming pool with lounge chairs, surrounded by palm trees and greenery.
A breakfast table with various food items and drinks, a pool in the background, and a tiled wall.
A building with a sign reading "ALMOND Frog & Toad Inn" and a "VACANCY" sign below it.
A hotel named 'Almond Tree Inn' with a covered parking area, surrounded by lush greenery and palm trees.

9. Almond Tree Inn Hotel - Adults Only

Almond Tree Inn Hotel - Adults Only
Old Town Key West
NT$8,944
NT$10,062 total
includes taxes & fees
Oct 27 - Oct 28
Almond Tree Inn Hotel - Adults Only
A resort with a swimming pool, lounge chairs, umbrellas, and palm trees.
A covered outdoor area with a pool, palm trees, and lounge chairs.
A room with a view of the ocean, a white railing, and wicker chairs.
A white porch with a railing, a bench, and a potted plant.

10. The Marker Key West Harbor Resort

The Marker Key West Harbor Resort
Key West Historic District
  • Splash into bliss at this harbor resort offering three pools, a poolside bar, and daily live entertainment.
NT$6,056
NT$8,839 total
includes taxes & fees
Oct 25 - Oct 26
The Marker Key West Harbor Resort
View all properties

Choose what matters most at hotels with a pool in Key West

Breakfast included
Hot tub
4 stars
Spa
Water park

Hotels with pools and free breakfast in Key West

A swimming pool with water splashing, surrounded by palm trees and a building in the background.
The exterior of the Silver Palms Inn with a two-story structure, a green awning over the entrance, and a palm tree to the right.
A two-story yellow house with a porch, white railings, and green shutters.
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
NT$2,866
NT$5,395 total
includes taxes & fees
Oct 25 - Oct 26
Silver Palms Inn & Historic Homes
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 bar setting with a bartender preparing a drink, a counter with various bottles, and a TV screen in the background.
A spacious lobby with a central seating area, two staircases, and multiple potted plants.

Havana Cabana at Key West

Havana Cabana at Key West
New Town
NT$5,210
NT$7,910 total
includes taxes & fees
Nov 1 - Nov 2
Havana Cabana at Key West
A large, white, two-story building with a balcony and a sign reading "The Marker Resort."
A resort with a swimming pool, lounge chairs, umbrellas, and palm trees.
A marina with various boats docked, including a green and white boat named 'Jolly Roger'.
A tropical setting with palm trees and a building with a white facade and dark roof.

The Marker Key West Harbor Resort

The Marker Key West Harbor Resort
Key West Historic District
NT$6,056
NT$8,839 total
includes taxes & fees
Oct 25 - Oct 26
The Marker Key West Harbor Resort
A balcony with a view of a pool area, palm trees, and outdoor seating.
A sign for Doubletree by Hilton Grand Key Resort surrounded by lush greenery and palm trees.
A hotel room with two beds, a desk, a chair, a TV, and a balcony with a view of palm trees.
A modern hotel room with a grey sofa, a white coffee table, a red armchair, and a large window with a view of palm trees.

DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
Key West
NT$4,091
NT$5,688 total
includes taxes & fees
Oct 25 - Oct 26
DoubleTree Resort by Hilton Grand Key - Key West
Pool
A modern cafe with a wooden counter, seating area, and shelves stocked with beverages.
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.

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
New Town
NT$4,023
NT$6,335 total
includes taxes & fees
Oct 25 - Oct 26
Blue Flamingo Resort Key West
A beach with a wooden pier, palm trees, and beach umbrellas.
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.
An outdoor dining area with tables set for guests, overlooking a calm sea and a pier.

The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton
Old Town Key West
NT$4,894
NT$7,677 total
includes taxes & fees
Oct 26 - Oct 27
The Reach Key West, Curio Collection by Hilton
A wooden archway leading to a pool area surrounded by lush tropical vegetation.
A beach with palm trees, lounge chairs, and umbrellas.
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, a sandy shore, and a calm sea under a clear sky.

Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
Northside Resort
NT$4,888
NT$7,345 total
includes taxes & fees
Oct 29 - Oct 30
Parrot Key Hotel & Villas
A wooden deck with wicker furniture, a white staircase, and a lush garden area.
A bedroom with a large bed, a view of a swimming pool, and an open door leading to an outdoor seating area.
A hotel entrance with a sign reading "Heron House Office."
A two-story house with a balcony, surrounded by palm trees and a clear blue sky.

Heron House - Adult Only

Heron House - Adult Only
Old Town Key West
NT$5,643
NT$7,472 total
includes taxes & fees
Oct 25 - Oct 26
Heron House - Adult 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 spacious kitchen with a dining area, large windows, and a view of the outdoors.

Authors of Key West Guest House

Authors of Key West Guest House
Key West Historic District
NT$4,892
NT$5,503 total
includes taxes & fees
Oct 27 - Oct 28
Authors of Key West Guest House
A two-story building with a covered entrance, palm trees, and a bench outside.
A poolside area with lounge chairs, umbrellas, and a covered seating area with hanging lights.
A white picket fence, a wooden bench with cushions, and a concrete pathway surrounded by lush greenery.
A bright room with a staircase, two windows overlooking a pool area, and two wicker chairs with cushions.

Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns
Old Town Key West
NT$6,593
NT$9,045 total
includes taxes & fees
Oct 26 - Oct 27
Winslow's Bungalows - Key West Historic Inns
View all properties

Hotels with pools and hot tubs in Key West

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 bar setting with a bartender preparing a drink, a counter with various bottles, and a TV screen in the background.
A spacious lobby with a central seating area, two staircases, and multiple potted plants.

Havana Cabana at Key West

Havana Cabana at Key West
New Town
NT$5,210
NT$7,910 total
includes taxes & fees
Nov 1 - Nov 2
Havana Cabana at Key West
Pool
A modern cafe with a wooden counter, seating area, and shelves stocked with beverages.
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.

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
New Town
NT$4,023
NT$6,335 total
includes taxes & fees
Oct 25 - Oct 26
Blue Flamingo Resort 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
NT$3,762
NT$7,308 total
includes taxes & fees
Oct 27 - Oct 28
Beachside Resort & Residences
A bedroom with a four-poster bed, a wooden desk, wicker chairs, and a view of the outdoors.
A wooden door with glass panels, leading to an interior space with furniture and plants.
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.

Tropical Inn

Tropical Inn
Old Town Key West
NT$6,527
NT$8,147 total
includes taxes & fees
Oct 29 - Oct 30
Tropical Inn
A bedroom with a bed, bedside table, lamp, and a small kitchenette. There is a balcony with wicker chairs and a glass table.
A cozy cabin with a wooden interior, a bed, a TV, and a kitchenette.
A spacious living area with a wooden staircase, a ceiling fan, a TV, and a view of the beach through an open door.
A spacious living area with a gray sofa, wooden staircase, and a kitchen in the background.

Eden House

Eden House
Key West Historic District
NT$4,828
NT$6,083 total
includes taxes & fees
Oct 28 - Oct 29
Eden House
A hammock in a garden with a wooden pergola, palm trees, and a view of the ocean.
A swimming pool surrounded by palm trees and lounge chairs, with a clear view of the ocean in the background.
A resort with a well-maintained lawn, palm trees, a pool area, and a view of the ocean.
A beach volleyball court with a net, surrounded by palm trees and a hotel in the background.

Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West
Key West
NT$6,198
NT$8,420 total
includes taxes & fees
Oct 26 - Oct 27
Hyatt Vacation Club at Windward Pointe, Key West
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 reception area with a wooden herringbone wall, teal chairs, a wooden bench, and two framed sunset paintings.

Almond Tree Inn Hotel - Adults Only

Almond Tree Inn Hotel - Adults Only
Old Town Key West
NT$8,944
NT$10,062 total
includes taxes & fees
Oct 27 - Oct 28
Almond Tree Inn Hotel - Adults Only
A balcony with a view of a street, a bench, and a potted plant.
A hotel lobby with a bar area, seating, and a fireplace.
A bar area with a Pegasus International Hotel sign, round tables, and metal chairs.
A reception desk with clocks, a Pegasus International Hotel sign, and a computer monitor.

Pegasus International Hotel

Pegasus International Hotel
Old Town Key West
NT$5,467
NT$7,779 total
includes taxes & fees
Nov 1 - Nov 2
Pegasus International Hotel
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 dining area with round tables and wicker chairs, a ceiling fan, and a bar area in the background.
A beige sofa with two pillows, flanked by two wooden side tables with lamps and potted plants, against a white wall with a framed picture of a tree.

The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only
Old Town Key West
NT$4,792
NT$6,838 total
includes taxes & fees
Oct 25 - Oct 26
The Southernmost Inn - Adults Only
A spacious room with a wooden floor, white furniture, and large windows.
A white building with a covered porch, potted plants, and a white picket fence.
A paved pathway surrounded by lush greenery and palm trees.
A covered outdoor area with a table and chairs, surrounded by white railings and green foliage.

Paradise Inn Key West - Adults Only

Paradise Inn Key West - Adults Only
Old Town Key West
NT$4,142
NT$6,246 total
includes taxes & fees
Oct 26 - Oct 27
Paradise Inn Key West - Adults Only
View all properties

4-star hotels with pools in Key West

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 bar setting with a bartender preparing a drink, a counter with various bottles, and a TV screen in the background.
A spacious lobby with a central seating area, two staircases, and multiple potted plants.

Havana Cabana at Key West

Havana Cabana at Key West
New Town
NT$5,210
NT$7,910 total
includes taxes & fees
Nov 1 - Nov 2
Havana Cabana at 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 poolside area with lounge chairs and umbrellas, palm trees, and a view of the sea.
A room with a view of the beach and ocean, a bed with a white and blue blanket, and a small table with a potted plant.

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses
Old Town Key West
NT$5,155
NT$8,152 total
includes taxes & fees
Oct 25 - Oct 26
Southernmost Beach Resort and Guesthouses
A beach with a wooden pier, palm trees, and beach umbrellas.
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.
An outdoor dining area with tables set for guests, overlooking a calm sea and a pier.

The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton
Old Town Key West
NT$4,894
NT$7,677 total
includes taxes & fees
Oct 26 - Oct 27
The Reach Key West, Curio Collection by Hilton
A balcony with a view of a pool area, palm trees, and outdoor seating.
A sign for Doubletree by Hilton Grand Key Resort surrounded by lush greenery and palm trees.
A hotel room with two beds, a desk, a chair, a TV, and a balcony with a view of palm trees.
A modern hotel room with a grey sofa, a white coffee table, a red armchair, and a large window with a view of palm trees.

DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
Key West
NT$4,091
NT$5,688 total
includes taxes & fees
Oct 25 - Oct 26
DoubleTree Resort by Hilton Grand Key - Key West
A large, white, two-story building with a balcony and a sign reading "The Marker Resort."
A resort with a swimming pool, lounge chairs, umbrellas, and palm trees.
A marina with various boats docked, including a green and white boat named 'Jolly Roger'.
A tropical setting with palm trees and a building with a white facade and dark roof.

The Marker Key West Harbor Resort

The Marker Key West Harbor Resort
Key West Historic District
NT$6,056
NT$8,839 total
includes taxes & fees
Oct 25 - Oct 26
The Marker Key West Harbor Resort
A large, ornate hotel with a pool, palm trees, and a view of the ocean.
A balcony with white railings and a table, overlooking a beach with palm trees and a clear blue sky.
A gated entrance with a blue metal gate, palm trees, and a building with a red roof in the background.
A large, two-story house with a prominent tower and a covered porch.

Southernmost House - Adult Exclusive

Southernmost House - Adult Exclusive
Old Town Key West
NT$4,480
NT$9,110 total
includes taxes & fees
Oct 28 - Oct 29
Southernmost House - Adult Exclusive
A wooden archway leading to a pool area surrounded by lush tropical vegetation.
A beach with palm trees, lounge chairs, and umbrellas.
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, a sandy shore, and a calm sea under a clear sky.

Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
Northside Resort
NT$4,888
NT$7,345 total
includes taxes & fees
Oct 29 - Oct 30
Parrot Key Hotel & Villas
A wooden deck with wicker furniture and a glass balustrade overlooking a beach.
A beach with white lounge chairs and umbrellas, a sandy shore, and a calm sea under a partly cloudy sky.
A spacious lobby with green sofas, a coffee table, and a dining area.
A resort with a pool leading to a beach, surrounded by palm trees and white buildings.

Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton
Old Town Key West
NT$6,944
NT$9,982 total
includes taxes & fees
Oct 25 - Oct 26
Casa Marina Key West, Curio Collection by Hilton
A two-story building with a covered entrance, palm trees, and a bench outside.
A poolside area with lounge chairs, umbrellas, and a covered seating area with hanging lights.
A white picket fence, a wooden bench with cushions, and a concrete pathway surrounded by lush greenery.
A bright room with a staircase, two windows overlooking a pool area, and two wicker chairs with cushions.

Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns
Old Town Key West
NT$6,593
NT$9,045 total
includes taxes & fees
Oct 26 - Oct 27
Winslow's Bungalows - Key West Historic Inns
A marina with boats docked, a pool area, and a building with a white facade.
A marina with numerous boats docked, a swimming pool, and palm trees.
A clear view of turquoise ocean water and a blue sky with clouds.
A breakfast setting with a table, chairs, a vase with flowers, and a city view.

Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
Stock Island
NT$3,941
NT$6,315 total
includes taxes & fees
Oct 25 - Oct 26
Hilton Key West Resort & Marina
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.
View all properties

Top Key West Hotel Reviews

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

10/10 Excellent
"This hotel campus was perfect for our stay. There are 2 pools and lots of activities for the kiddos. Definitely family friendly which can be tricky in the keys. Free shuttle got us to and from Duval street. Wpuld stay there again."
Michele 1-night trip
Posted 4 hours ago
Blue Flamingo Resort Key West
Hampton Inn Key West FL

Hampton Inn Key West FL

10/10 Excellent
"Breakfast included and shuttle to town!!!"
Erika 2-night trip
Posted 5 hours ago
Hampton Inn Key West FL
Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

10/10 Excellent
"Samantha and Sharon were extremely helpful and made this day memorable. Thank you."
Jeff 1-night trip
Posted 5 hours ago
Hilton Garden Inn Key West / The Keys Collection
The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only

10/10 Excellent
"great location just off upper Duval Street."
Janine 4-night trip
Posted 6 hours ago
The Southernmost Inn - Adults Only
Pier House Resort & Spa

Pier House Resort & Spa

10/10 Excellent
"We have stayed at the Pier House in the past and enjoyed it. Over the years, we have tried other Vrbo’s and Hotels, but for us the Pier House is our favorite. The location, people and amenities make it the winner for us! You can’t be anymore centrally located than #1 Duval St."
Wayne Allen 5-night trip
Posted 10 hours ago
Pier House Resort & Spa
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

10/10 Excellent
"The beach was not swimma"
Kamila 4-night trip
Posted 23 hours ago
Casa Marina Key West, Curio Collection by Hilton
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

10/10 Excellent
"Beautiful resort. Very good restaurant on site. Shuttle bus to and from Old Town Key West every hour. The staff was exceptional. Highly recommend this resort."
William 1-night trip
Posted 1 day ago
DoubleTree Resort by Hilton Grand Key - Key West
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

10/10 Excellent
"The Director of rooms, Chris, could not have been more of a help and a gentleman. Every staff member we ran into was delightful and more than willing to help with any questions or concerns. The hotel was wonderful in the pool, fantastic as well as the restaurants."
James 1-night trip
Posted 1 day ago
The Perry Hotel & Marina Key West
Hilton Key West Resort & Marina

Hilton Key West Resort & Marina

10/10 Excellent
"We went to Duval Street and Town Everyday, The Hilton KW Resort & Marina Shuttle Driver “Fausto” was a 15 Star!! He was so accommodating, professional, helpful people person, on time and just a Genuine Nice Guy! Wish everyone that we meant was like him!! Top Notch!!!!!👏👏🙌🙌 🌟🌟💫"
Michelle 5-night trip
Posted 1 day ago
Hilton Key West Resort & Marina

Frequently asked questions

What's it like visiting Key West?
If taking it easy by the pool is your idea of a great getaway, you might want to think about Key West, which has 281 places to stay with pools. While you're here, you can explore attractions like Duval Street and Florida Keys Beaches, and then relax and unwind poolside at one of the accommodations in Key West that guests like for their pools.
What are some hotels with pools in Key West?
Blue Flamingo Resort Key West: Hotel located near Florida Keys Beaches. Features 2 restaurants, 2 outdoor pools, and 2 pool bars. Ibis Bay Beach Resort: Hotel located near Florida Keys Beaches. Offers a private beach, an outdoor pool, and daily. Hilton Garden Inn Key West / The Keys Collection: Hotel located near Florida Keys Beaches. Provides 2 restaurants, a pool, and complimentary wired internet access. The Perry Hotel & Marina Key West: Hotel located near Smathers Beach. Features 2 restaurants, 2 outdoor pools, and 2 pool bars. Parrot Key Hotel & Villas: Hotel located near Florida Keys Beaches. Offers a beach shuttle, 4 outdoor pools, and complimentary wireless internet access.
How many hotels with pools are there in Key West?
Expedia's 281 hotels in Key West give you a great choice for your poolside getaway.
What is there to see and do in Key West?
Explore places like Duval Street and Florida Keys Beaches while you're in Key West. The picturesque setting of Key West Butterfly and Nature Conservatory and Southernmost Point showcase the area's natural beauty. Key West appeals to visitors with its beautiful ocean views, great live music scene, and bar scene.
When is the best time to book a hotel with a pool in Key West?
Taking into account the local weather in Key West is an important factor for planning your visit, especially if you plan to spend your trip poolside. The hottest months are usually August and July with an average temp of 84°F, while the coldest months are January and February with an average of 73°F. Average annual precipitation for Key West is 38 inches.

Explore a world of travel with Expedia