Search Key West resorts with pools

Our top choices for a great stay

Santa Maria Suites

Santa Maria Suites

4 out of 5
$338 nightly
The price is $381 total per night from Dec 2 to Dec 3
$381 total
Dec 2 - Dec 3
Total with taxes and fees
Stay at this 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. Popular ...
9.6/10 Exceptional! (1,003 reviews)
Opens in a new windowSanta Maria Suites
Pier House Resort & Spa

Pier House Resort & Spa

4 out of 5
$407 nightly
The price is $458 total per night from Nov 30 to Dec 1
$458 total
Nov 30 - Dec 1
Total with taxes and fees
Book a stay at this beach resort in Key West. Enjoy a full-service spa, a private beach, and 2 bars/lounges. Our guests praise the pool and the helpful staff ...
9/10 Wonderful! (1,001 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
$302 nightly
The price is $340 total per night from Dec 16 to Dec 17
$340 total
Dec 16 - Dec 17
Total with taxes and fees
Book a stay at this spa resort in Key West. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff in our reviews. Popular ...
9/10 Wonderful! (1,002 reviews)
Opens in a new windowOcean Key Resort - A Noble House Resort
Coconut Beach Resort

Coconut Beach Resort

2.5 out of 5
$409 nightly
The price is $461 total per night from Nov 25 to Nov 26
$461 total
Nov 25 - Nov 26
Total with taxes and fees
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! (143 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
$307 nightly
The price is $346 total per night from Nov 29 to Nov 30
$346 total
Nov 29 - Nov 30
Total with taxes and 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 helpful staff in our reviews. ...
8.8/10 Excellent! (1,005 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
$282 nightly
The price is $317 total per night from Dec 17 to Dec 18
$317 total
Dec 17 - Dec 18
Total with taxes and fees
Book a stay at this 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! (1,010 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
$299 nightly
The price is $336 total per night from Dec 2 to Dec 3
$336 total
Dec 2 - Dec 3
Total with taxes and fees
Book a stay at this beach resort in Key West. Enjoy 2 outdoor pools, a full-service spa, and a private beach. Popular attractions Duval Street and Southernmost ...
8.2/10 Very Good! (438 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
$153 nightly
The price is $172 total per night from Dec 1 to Dec 2
$172 total
Dec 1 - Dec 2
Total with taxes and fees
Book a stay at this 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! (1,009 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.