Search Key West resorts with pools
Our top choices for a great stay
Santa Maria Suites
The price is CA $708 per night from Jan 13 to Jan 14
CA $708
CA $890 total
Jan 13 - Jan 14, 2026
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! (1,003 reviews)
Pier House Resort & Spa
The price is CA $528 per night from Dec 23 to Dec 24
CA $528
CA $684 total
Dec 23 - Dec 24
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! (1,001 reviews)
Ocean Key Resort - A Noble House Resort
The price is CA $718 per night from Jan 12 to Jan 13
CA $718
CA $914 total
Jan 12 - Jan 13, 2026
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 ...
9/10 Wonderful! (1,001 reviews)
Hyatt Centric Key West Resort and Spa
The price is CA $446 per night from Dec 21 to Dec 22
CA $446
CA $592 total
Dec 21 - Dec 22
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. ...
8.8/10 Excellent! (1,009 reviews)
Coconut Beach Resort
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! (146 reviews)
The Reach Key West, Curio Collection by Hilton
The price is CA $479 per night from Jan 13 to Jan 14
CA $479
CA $622 total
Jan 13 - Jan 14, 2026
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 ...
8.4/10 Very Good! (1,008 reviews)
Casa Marina Key West, Curio Collection by Hilton
The price is CA $509 per night from Dec 21 to Dec 22
CA $509
CA $656 total
Dec 21 - Dec 22
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 ...
8.2/10 Very Good! (471 reviews)
DoubleTree Resort by Hilton Grand Key - Key West
The price is CA $319 per night from Jan 5 to Jan 6
CA $319
CA $405 total
Jan 5 - Jan 6, 2026
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 ...
8/10 Very Good! (1,003 reviews)
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 ...
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.
