Search Key West resorts with pools
Our top choices for a great stay
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 ...
10/10 Exceptional! (1 review)
Luxurious top floor, end unit, within premier resort on the Atlantic Ocean.
Stay at this resort in Key West. Enjoy a fitness center, laundry facilities, and concierge services. Popular attractions Duval Street and Smathers Beach are ...
10/10 Exceptional! (3 reviews)
Santa Maria Suites
$339 nightly
The price is $381 total per night from Sep 7 to Sep 8
$381 total
Sep 7 - Sep 8
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! (1,001 reviews)
Ocean Key Resort - A Noble House Resort
$289 nightly
The price is $325 total per night from Sep 28 to Sep 29
$325 total
Sep 28 - Sep 29
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 ...
9.2/10 Wonderful! (1,000 reviews)
Pier House Resort & Spa
$314 nightly
The price is $353 total per night from Oct 4 to Oct 5
$353 total
Oct 4 - Oct 5
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! (1,309 reviews)
Hyatt Centric Key West Resort and Spa
$263 nightly
The price is $296 total per night from Sep 29 to Sep 30
$296 total
Sep 29 - Sep 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. ...
9/10 Wonderful! (1,008 reviews)
Coconut Beach Resort
$245 nightly
The price is $275 total per night from Sep 13 to Sep 14
$275 total
Sep 13 - Sep 14
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 ...
8.8/10 Excellent! (219 reviews)
Casa Marina Key West, Curio Collection by Hilton
$272 nightly
The price is $305 total per night from Sep 15 to Sep 16
$305 total
Sep 15 - Sep 16
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 South Beach ...
8.4/10 Very Good! (897 reviews)
DoubleTree Resort by Hilton Grand Key - Key West
$141 nightly
The price is $159 total per night from Sep 27 to Sep 28
$159 total
Sep 27 - Sep 28
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 ...
8.4/10 Very Good! (1,083 reviews)
The Reach Key West, Curio Collection by Hilton
$256 nightly
The price is $288 total per night from Sep 28 to Sep 29
$288 total
Sep 28 - Sep 29
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 ...
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.
