Search Key West resorts with pools
Our top choices for a great stay
Santa Maria Suites
$344 nightly
The price is $388 total per night from Oct 13 to Oct 14
$388 total
Oct 13 - Oct 14
Total with taxes and 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! (1,001 reviews)
Pier House Resort & Spa
$457 nightly
The price is $514 total per night from Oct 12 to Oct 13
$514 total
Oct 12 - Oct 13
Total with taxes and fees
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)
Ocean Key Resort - A Noble House Resort
$272 nightly
The price is $306 total per night from Oct 27 to Oct 28
$306 total
Oct 27 - Oct 28
Total with taxes and 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)
Coconut Beach Resort
$584 nightly
The price is $658 total per night from Oct 12 to Oct 13
$658 total
Oct 12 - Oct 13
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! (141 reviews)
Hyatt Centric Key West Resort and Spa
$240 nightly
The price is $270 total per night from Oct 12 to Oct 13
$270 total
Oct 12 - Oct 13
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 bar in our reviews. Popular ...
8.8/10 Excellent! (1,001 reviews)
The Reach Key West, Curio Collection by Hilton
$233 nightly
The price is $262 total per night from Oct 16 to Oct 17
$262 total
Oct 16 - Oct 17
Total with taxes and 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! (1,002 reviews)
Casa Marina Key West, Curio Collection by Hilton
$240 nightly
The price is $270 total per night from Oct 16 to Oct 17
$270 total
Oct 16 - Oct 17
Total with taxes and 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! (386 reviews)
DoubleTree Resort by Hilton Grand Key - Key West
$149 nightly
The price is $168 total per night from Oct 15 to Oct 16
$168 total
Oct 15 - Oct 16
Total with taxes and 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 ...
7.8/10 Good! (1,008 reviews)
Celebrate New Years Eve in Key West @ Exclusive Hyatt Windward - SLEEPS 6 !
Book a stay at this family-friendly resort in Key West. Enjoy a fitness center, a garden, and laundry facilities. Popular attractions Duval Street and Smathers ...
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 ...
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.
