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

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)
Opens in a new windowHyatt Vacation Club Windward Pointe Key West. Spectacular Key West Ocean Resort
Santa Maria Suites

Santa Maria Suites

4 out of 5
$765 nightly
The price is $861 total per night from Mar 4 to Mar 5
$861 total
Mar 4 - Mar 5
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! (1,005 reviews)
Opens in a new windowSanta Maria Suites
Ocean Key Resort - A Noble House Resort

Ocean Key Resort - A Noble House Resort

4 out of 5
$740 nightly
The price is $833 total per night from Mar 25 to Mar 26
$833 total
Mar 25 - Mar 26
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! (1,003 reviews)
Opens in a new windowOcean Key Resort - A Noble House Resort
Pier House Resort & Spa

Pier House Resort & Spa

4 out of 5
$825 nightly
The price is $928 total per night from Mar 22 to Mar 23
$928 total
Mar 22 - Mar 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! (1,040 reviews)
Opens in a new windowPier House Resort & Spa
Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa

4 out of 5
$507 nightly
The price is $570 total per night from Mar 22 to Mar 23
$570 total
Mar 22 - Mar 23
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! (1,014 reviews)
Opens in a new windowHyatt Centric Key West Resort and Spa
Coconut Beach Resort

Coconut Beach Resort

2.5 out of 5
$460 nightly
The price is $518 total per night from Mar 4 to Mar 5
$518 total
Mar 4 - Mar 5
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! (158 reviews)
Opens in a new windowCoconut Beach Resort
The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton

4 out of 5
$663 nightly
The price is $746 total per night from Mar 3 to Mar 4
$746 total
Mar 3 - Mar 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! (1,001 reviews)
Opens in a new windowThe Reach Key West, Curio Collection by Hilton
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

4 out of 5
$699 nightly
The price is $786 total per night from Mar 2 to Mar 3
$786 total
Mar 2 - Mar 3
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 Southernmost ...
8.4/10 Very Good! (556 reviews)
Opens in a new windowCasa Marina Key West, Curio Collection by Hilton
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

4 out of 5
$353 nightly
The price is $397 total per night from Mar 24 to Mar 25
$397 total
Mar 24 - Mar 25
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 ...
8.2/10 Very Good! (1,000 reviews)
Opens in a new windowDoubleTree Resort by Hilton Grand Key - Key West
3 blocks from waterfront and 1 block off Duval in heart of Old Town Key West

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 ...
Opens in a new window3 blocks from waterfront and 1 block off Duval in heart of Old Town Key West
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.