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)
Santa Maria Suites
$499 nightly
The price is $561 total per night from May 11 to May 12
$561 total
May 11 - May 12
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
$459 nightly
The price is $517 total per night from May 3 to May 4
$517 total
May 3 - May 4
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! (1,002 reviews)
Pier House Resort & Spa
$539 nightly
The price is $607 total per night from Apr 22 to Apr 23
$607 total
Apr 22 - Apr 23
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! (1,082 reviews)
Hyatt Centric Key West Resort and Spa
$367 nightly
The price is $413 total per night from May 10 to May 11
$413 total
May 10 - May 11
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! (1,009 reviews)
Coconut Beach Resort
$403 nightly
The price is $453 total per night from Apr 23 to Apr 24
$453 total
Apr 23 - Apr 24
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! (175 reviews)
The Reach Key West, Curio Collection by Hilton
$331 nightly
The price is $373 total per night from May 3 to May 4
$373 total
May 3 - May 4
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 ...
8.6/10 Excellent! (1,009 reviews)
Casa Marina Key West, Curio Collection by Hilton
$429 nightly
The price is $483 total per night from May 7 to May 8
$483 total
May 7 - May 8
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! (614 reviews)
DoubleTree Resort by Hilton Grand Key - Key West
$245 nightly
The price is $276 total per night from May 11 to May 12
$276 total
May 11 - May 12
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 ...
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 ...
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.
