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
The price is CA $388 per night from Sep 1 to Sep 2
CA $388
CA $530 total
Sep 1 - Sep 2
includes taxes & 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
The price is CA $360 per night from Sep 1 to Sep 2
CA $360
CA $513 total
Sep 1 - Sep 2
includes taxes & 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
The price is CA $347 per night from Oct 1 to Oct 2
CA $347
CA $487 total
Oct 1 - Oct 2
includes taxes & 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! (1,307 reviews)
Hyatt Centric Key West Resort and Spa
The price is CA $279 per night from Sep 29 to Sep 30
CA $279
CA $411 total
Sep 29 - Sep 30
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 helpful staff in our reviews. ...
9/10 Wonderful! (1,001 reviews)
Coconut Beach Resort
The price is CA $408 per night from Sep 28 to Sep 29
CA $408
CA $459 total
Sep 28 - Sep 29
includes taxes & 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)
The Reach Key West, Curio Collection by Hilton
The price is CA $247 per night from Sep 8 to Sep 9
CA $247
CA $372 total
Sep 8 - Sep 9
includes taxes & 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! (1,003 reviews)
Casa Marina Key West, Curio Collection by Hilton
The price is CA $294 per night from Sep 13 to Sep 14
CA $294
CA $425 total
Sep 13 - Sep 14
includes taxes & 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 ...
8.4/10 Very good! (883 reviews)
DoubleTree Resort by Hilton Grand Key - Key West
The price is CA $158 per night from Sep 7 to Sep 8
CA $158
CA $225 total
Sep 7 - Sep 8
includes taxes & 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! (1,082 reviews)
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.
