Search Key West resorts with pools

Our top choices for a great stay

Santa Maria Suites

Santa Maria Suites

4 out of 5
The price is CA $451 per night from Dec 1 to Dec 2
CA $451
CA $571 total
Dec 1 - Dec 2
includes taxes & fees
Stay at this 4-star resort in Key West. Enjoy free WiFi, 2 outdoor pools, and a fitness center. Our guests praise the pool and the helpful staff in our reviews. ...
9.6/10 Exceptional! (1,016 reviews)
Opens in a new windowSanta Maria Suites
Pier House Resort & Spa

Pier House Resort & Spa

4 out of 5
Stay at this 4-star beach resort in Key West. Enjoy a full-service spa, a private beach, and 2 bars/lounges. Our guests praise the pool and the bar in our reviews. ...
9/10 Wonderful! (1,000 reviews)
Opens in a new windowPier House Resort & Spa
Ocean Key Resort - A Noble House Resort

Ocean Key Resort - A Noble House Resort

4 out of 5
The price is CA $283 per night from Dec 1 to Dec 2
CA $283
CA $427 total
Dec 1 - Dec 2
includes taxes & fees
Stay at this 4-star spa resort in Key West. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the property condition ...
9/10 Wonderful! (1,001 reviews)
Opens in a new windowOcean Key Resort - A Noble House Resort
Coconut Beach Resort

Coconut Beach Resort

2.5 out of 5
Book a stay at this beach resort in Key West. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff in our reviews. Popular ...
9/10 Wonderful! (141 reviews)
Opens in a new windowCoconut Beach Resort
Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa

4 out of 5
The price is CA $368 per night from Nov 23 to Nov 24
CA $368
CA $506 total
Nov 23 - Nov 24
includes taxes & fees
Book a stay at this beach resort in Key West. Enjoy free WiFi, a full-service spa, and a marina. Our guests praise the pool and the bar in our reviews. Popular ...
8.8/10 Excellent! (1,015 reviews)
Opens in a new windowHyatt Centric Key West Resort and Spa
The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton

4 out of 5
The price is CA $364 per night from Nov 17 to Nov 18
CA $364
CA $494 total
Nov 17 - Nov 18
includes taxes & fees
Stay at this 4-star beach resort in Key West. Enjoy a full-service spa, a private beach, and breakfast (surcharge). Our guests praise the helpful staff and the ...
8.4/10 Very Good! (1,009 reviews)
Opens in a new windowThe Reach Key West, Curio Collection by Hilton
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

4 out of 5
The price is CA $398 per night from Dec 1 to Dec 2
CA $398
CA $532 total
Dec 1 - Dec 2
includes taxes & fees
Stay at this 4-star beach resort in Key West. Enjoy 2 outdoor pools, a full-service spa, and a private beach. Popular attractions Duval Street and South Beach ...
8.2/10 Very Good! (409 reviews)
Opens in a new windowCasa Marina Key West, Curio Collection by Hilton
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

4 out of 5
The price is CA $201 per night from Nov 10 to Nov 11
CA $201
CA $273 total
Nov 10 - Nov 11
includes taxes & fees
Stay at this 4-star business-friendly resort in Key West. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
8/10 Very Good! (1,010 reviews)
Opens in a new windowDoubleTree Resort by Hilton Grand Key - Key West
Hyatt Vacation Club Windward Pointe Key West. Spectacular Key West Ocean Resort

Hyatt Vacation Club Windward Pointe Key West. Spectacular Key West Ocean Resort

Book a stay at this family-friendly resort in Key West. Enjoy free WiFi, a fitness center, and laundry facilities. Popular attractions Duval Street and Smathers ...
Opens in a new windowHyatt Vacation Club Windward Pointe Key West. Spectacular Key West Ocean Resort
3 blocks from waterfront and 1 block off Duval in heart of Old Town Key West

3 blocks from waterfront and 1 block off Duval in heart of Old Town Key West

Stay at this resort in Key West. Enjoy laundry facilities, patios, and cable/satellite TV service. Popular attractions Duval Street and Mallory Square are located ...
Opens in a new window3 blocks from waterfront and 1 block off Duval in heart of Old Town 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.