Search Key West resorts with pools
Our top choices for a great stay
Santa Maria Suites
$308 nightly
The price is $347 total per night from Sep 22 to Sep 23
$347 total
Sep 22 - Sep 23
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! (1,000 reviews)
Pier House Resort & Spa
$381 nightly
The price is $429 total per night from Sep 1 to Sep 2
$429 total
Sep 1 - Sep 2
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 Sep 14 to Sep 15
$306 total
Sep 14 - Sep 15
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! (1,000 reviews)
Coconut Beach Resort
$499 nightly
The price is $561 total per night from Sep 8 to Sep 9
$561 total
Sep 8 - Sep 9
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! (138 reviews)
Hyatt Centric Key West Resort and Spa
$232 nightly
The price is $261 total per night from Sep 2 to Sep 3
$261 total
Sep 2 - Sep 3
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! (1,004 reviews)
The Reach Key West, Curio Collection by Hilton
$277 nightly
The price is $312 total per night from Sep 15 to Sep 16
$312 total
Sep 15 - Sep 16
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! (1,003 reviews)
Casa Marina Key West, Curio Collection by Hilton
$274 nightly
The price is $308 total per night from Sep 2 to Sep 3
$308 total
Sep 2 - Sep 3
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! (300 reviews)
DoubleTree Resort by Hilton Grand Key - Key West
$151 nightly
The price is $170 total per night from Aug 26 to Aug 27
$170 total
Aug 26 - Aug 27
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! (1,000 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.