Hotels with a Pool in Key West

November 2026
December 2026

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

This weekend
Oct 23 - Oct 25
Next weekend
Oct 30 - Nov 1

Hotels with a Pool in Key West

Properties are selected based on real traveler reviews and popularity among guests who’ve booked a night in Key West on Hotels.com. These Key West Hotels with a Pool consistently deliver on quality, location and traveler experience. Last updated on October 21, 2026.

1. Hampton Inn Key West FL

Hampton Inn Key West FL
Key West
  • Outdoor pool
  • Poolside bar
  • Pool loungers
CNY1,128
CNY1,269 total
includes taxes & fees
Oct 27 - Oct 28
Hampton Inn Key West FL

2. Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West
Old Town Key West
  • Outdoor pool
  • Poolside bar
  • Near the beach
  • Hot tub
CNY1,729
CNY2,208 total
includes taxes & fees
Oct 26 - Oct 27
Opal Key Resort & Marina, Key West

3. Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa
Key West Historic District
  • Outdoor pool
  • Poolside bar
  • Pool loungers
  • Near the beach
  • Full-service spa
CNY1,564
CNY2,248 total
includes taxes & fees
Oct 25 - Oct 26
Hyatt Centric Key West Resort and Spa

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

Fairfield by Marriott Inn & Suites Key West at The Keys Collection
New Town
  • Outdoor pool
  • Poolside bar
CNY775
CNY1,060 total
includes taxes & fees
Oct 27 - Oct 28
Fairfield by Marriott Inn & Suites Key West at The Keys Collection

5. Silver Palms Inn & Historic Homes

Silver Palms Inn & Historic Homes
Old Town Key West
  • Outdoor pool
  • Near the beach
CNY595
CNY1,120 total
includes taxes & fees
Oct 25 - Oct 26
Silver Palms Inn & Historic Homes

6. The Marker Key West Harbor Resort

The Marker Key West Harbor Resort
Key West Historic District
  • 3 outdoor pools
  • Poolside bar
  • Pool loungers
  • Near the beach
CNY1,258
CNY1,837 total
includes taxes & fees
Oct 25 - Oct 26
The Marker Key West Harbor Resort

7. Ocean Key Resort - A Noble House Resort

Ocean Key Resort - A Noble House Resort
Key West Historic District
  • Outdoor pool
  • Poolside bar
  • Pool loungers
  • Near the beach
  • Full-service spa
CNY1,998
CNY2,789 total
includes taxes & fees
Oct 26 - Oct 27
Ocean Key Resort - A Noble House Resort

8. La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection
Key West Historic District
  • Outdoor pool
  • Poolside bar
  • Pool loungers
  • Near the beach
CNY1,731
CNY2,173 total
includes taxes & fees
Oct 25 - Oct 26
La Concha Key West, Autograph Collection

9. Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton
Old Town Key West
  • 2 outdoor pools
  • Pool loungers
  • On private beach
  • Full-service spa
CNY1,498
CNY2,136 total
includes taxes & fees
Oct 28 - Oct 29
Casa Marina Key West, Curio Collection by Hilton

10. Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses
Old Town Key West
  • 3 outdoor pools
  • 2 poolside bars
  • Pool loungers
  • Near the beach
  • Full-service spa
CNY1,165
CNY1,799 total
includes taxes & fees
Oct 25 - Oct 26
Southernmost Beach Resort and Guesthouses

11. The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton
Old Town Key West
  • Outdoor pool
  • Poolside bar
  • Pool loungers
  • On private beach
  • Full-service spa
CNY1,055
CNY1,637 total
includes taxes & fees
Oct 28 - Oct 29
The Reach Key West, Curio Collection by Hilton

12. Almond Tree Inn Hotel - Adults Only

Almond Tree Inn Hotel - Adults Only
Old Town Key West
  • Outdoor pool
  • Poolside bar
  • Pool loungers
  • Near the beach
  • Hot tub
CNY1,549
CNY1,742 total
includes taxes & fees
Oct 27 - Oct 28
Almond Tree Inn Hotel - Adults Only

13. Lighthouse Hotel - Key West Historic Inns

Lighthouse Hotel - Key West Historic Inns
Old Town Key West
  • Outdoor pool
  • Poolside bar
  • Pool loungers
CNY1,337
CNY1,842 total
includes taxes & fees
Oct 25 - Oct 26
Lighthouse Hotel - Key West Historic Inns

14. The Marquesa Hotel

The Marquesa Hotel
Old Town Key West
  • 3 outdoor pools
  • Near the beach
CNY2,867
CNY3,601 total
includes taxes & fees
Oct 26 - Oct 27
The Marquesa Hotel

15. Pier House Resort & Spa

Pier House Resort & Spa
Key West Historic District
  • Outdoor pool
  • Poolside bar
  • Pool loungers
  • On private beach
  • Hot tub
CNY1,215
CNY1,833 total
includes taxes & fees
Oct 25 - Oct 26
Pier House Resort & Spa

16. Margaritaville Beach House Key West

Margaritaville Beach House Key West
Key West
  • Outdoor pool
  • Poolside bar
  • Pool loungers
  • Direct access to the beach
  • Hot tub
CNY1,464
CNY2,069 total
includes taxes & fees
Oct 26 - Oct 27
Margaritaville Beach House Key West

17. Courtyard by Marriott Key West Waterfront

Courtyard by Marriott Key West Waterfront
Northside Resort
  • Outdoor pool
  • Poolside bar
  • Pool loungers
  • Hot tub
CNY1,062
CNY1,194 total
includes taxes & fees
Oct 28 - Oct 29
Courtyard by Marriott Key West Waterfront

18. Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns
Old Town Key West
  • 3 outdoor pools
  • Poolside bar
  • Pool loungers
CNY1,337
CNY1,842 total
includes taxes & fees
Oct 25 - Oct 26
Winslow's Bungalows - Key West Historic Inns

19. DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
Key West
  • Outdoor pool
  • Poolside bar
  • Pool loungers
  • Near the beach
CNY716
CNY1,032 total
includes taxes & fees
Oct 29 - Oct 30
DoubleTree Resort by Hilton Grand Key - Key West

20. Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
New Town
  • 2 outdoor pools
  • 2 poolside bars
  • Pool loungers
  • Hot tub
CNY775
CNY1,248 total
includes taxes & fees
Oct 27 - Oct 28
Blue Flamingo Resort Key West
See more properties

Discover your perfect hotel with a pool in Key West

Breakfast included
Hot tub
4 stars
Spa
Water park

Hotels with pools and free breakfast in Key West

Silver Palms Inn & Historic Homes

Silver Palms Inn & Historic Homes
Old Town Key West
CNY595
CNY1,120 total
includes taxes & fees
Oct 25 - Oct 26
Silver Palms Inn & Historic Homes

Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection
New Town
CNY704
CNY980 total
includes taxes & fees
Oct 28 - Oct 29
Hilton Garden Inn Key West / The Keys Collection

DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
Key West
CNY716
CNY1,032 total
includes taxes & fees
Oct 29 - Oct 30
DoubleTree Resort by Hilton Grand Key - Key West

Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
Stock Island
CNY789
CNY1,279 total
includes taxes & fees
Oct 27 - Oct 28
Hilton Key West Resort & Marina

The Marker Key West Harbor Resort

The Marker Key West Harbor Resort
Key West Historic District
CNY1,258
CNY1,837 total
includes taxes & fees
Oct 25 - Oct 26
The Marker Key West Harbor Resort

The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton
Old Town Key West
CNY1,055
CNY1,637 total
includes taxes & fees
Oct 28 - Oct 29
The Reach Key West, Curio Collection by Hilton

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
New Town
CNY775
CNY1,248 total
includes taxes & fees
Oct 27 - Oct 28
Blue Flamingo Resort Key West

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

Fairfield by Marriott Inn & Suites Key West at The Keys Collection
New Town
CNY775
CNY1,060 total
includes taxes & fees
Oct 27 - Oct 28
Fairfield by Marriott Inn & Suites Key West at The Keys Collection

Hampton Inn Key West FL

Hampton Inn Key West FL
Key West
CNY1,128
CNY1,269 total
includes taxes & fees
Oct 27 - Oct 28
Hampton Inn Key West FL

Heron House - Adult Only

Heron House - Adult Only
Old Town Key West
CNY915
CNY1,256 total
includes taxes & fees
Oct 25 - Oct 26
Heron House - Adult Only
View all properties

Hotels with pools and hot tubs in Key West

Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection
New Town
CNY704
CNY980 total
includes taxes & fees
Oct 28 - Oct 29
Hilton Garden Inn Key West / The Keys Collection

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
New Town
CNY775
CNY1,248 total
includes taxes & fees
Oct 27 - Oct 28
Blue Flamingo Resort Key West

Beachside Resort & Residences

Beachside Resort & Residences
Key West
CNY782
CNY1,519 total
includes taxes & fees
Oct 27 - Oct 28
Beachside Resort & Residences

Courtyard by Marriott Key West Waterfront

Courtyard by Marriott Key West Waterfront
Northside Resort
CNY1,062
CNY1,194 total
includes taxes & fees
Oct 28 - Oct 29
Courtyard by Marriott Key West Waterfront

Havana Cabana at Key West

Havana Cabana at Key West
New Town
CNY1,149
CNY1,720 total
includes taxes & fees
Nov 18 - Nov 19
Havana Cabana at Key West

Paradise Inn Key West - Adults Only

Paradise Inn Key West - Adults Only
Old Town Key West
CNY879
CNY1,319 total
includes taxes & fees
Oct 29 - Oct 30
Paradise Inn Key West - Adults Only

Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West
Key West
CNY1,353
CNY1,823 total
includes taxes & fees
Oct 28 - Oct 29
Hyatt Vacation Club at Windward Pointe, Key West

Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West
Old Town Key West
CNY1,729
CNY2,208 total
includes taxes & fees
Oct 26 - Oct 27
Opal Key Resort & Marina, Key West

Pier House Resort & Spa

Pier House Resort & Spa
Key West Historic District
CNY1,215
CNY1,833 total
includes taxes & fees
Oct 25 - Oct 26
Pier House Resort & Spa

Eden House

Eden House
Key West Historic District
CNY1,020
CNY1,285 total
includes taxes & fees
Oct 28 - Oct 29
Eden House
View all properties

4-star hotels with pools in Key West

DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
Key West
CNY716
CNY1,032 total
includes taxes & fees
Oct 29 - Oct 30
DoubleTree Resort by Hilton Grand Key - Key West

The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton
Old Town Key West
CNY1,055
CNY1,637 total
includes taxes & fees
Oct 28 - Oct 29
The Reach Key West, Curio Collection by Hilton

The Marker Key West Harbor Resort

The Marker Key West Harbor Resort
Key West Historic District
CNY1,258
CNY1,837 total
includes taxes & fees
Oct 25 - Oct 26
The Marker Key West Harbor Resort

Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
Stock Island
CNY789
CNY1,279 total
includes taxes & fees
Oct 27 - Oct 28
Hilton Key West Resort & Marina

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses
Old Town Key West
CNY1,165
CNY1,799 total
includes taxes & fees
Oct 25 - Oct 26
Southernmost Beach Resort and Guesthouses

Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton
Old Town Key West
CNY1,498
CNY2,136 total
includes taxes & fees
Oct 28 - Oct 29
Casa Marina Key West, Curio Collection by Hilton

Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West
Old Town Key West
CNY1,729
CNY2,208 total
includes taxes & fees
Oct 26 - Oct 27
Opal Key Resort & Marina, Key West

Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa
Key West Historic District
CNY1,564
CNY2,248 total
includes taxes & fees
Oct 25 - Oct 26
Hyatt Centric Key West Resort and Spa

The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
Stock Island
CNY641
CNY1,112 total
includes taxes & fees
Nov 16 - Nov 17
The Perry Hotel & Marina Key West

Pier House Resort & Spa

Pier House Resort & Spa
Key West Historic District
CNY1,215
CNY1,833 total
includes taxes & fees
Oct 25 - Oct 26
Pier House Resort & Spa
View all properties

Top neighborhoods in Key West

Old Town Key West

Old Town, the historic heart of Key West, boasts a central business district and numerous tourist attractions. Explore the Key West Aquarium, Ernest Hemingway House, Mallory Square, and more in this vibrant area.

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 vacation rentals make this area wallet-friendly for longer stays. Cuban-American eateries and family restaurants offer affordable meals, while shopping plazas with grocery stores help you feel right at home. A car is handy, but free parking is plentiful throughout the neighborhood.

Downtown Key West

Downtown Key West dazzles with its historic charm and non-stop 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.

Key West Historic District

Old Town Key West boasts a rich history with 2485 historic buildings, and is home to popular attractions like Ernest Hemingway House and Mallory Square. Enjoy the lively atmosphere in the central business district.

Uptown - Upper Duval

Key West's Uptown - Upper Duval neighborhood has a host 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.
See properties
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?
See properties
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?
See properties
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.
See properties
A wooden sign with information about South Beach, Key West, Florida, including public beach status, restaurant hours, and beach chair rental.

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.
See properties
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?
See properties
A two-story colonial-style building with a balcony, surrounded by lush greenery and palm trees.

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.
See properties

About the destination

Visitors speak favorably about all that Key West has to offer, including its seaside, live music, bars, and festivals. Activities like biking give you a chance to enjoy the outdoors while you're in town. Beachcombers can spend the day at Florida Keys Beaches when the weather is nice. While you're here, make time to enjoy other sights such as Duval Street.

Keep exploring