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 Southernmost Point and ...
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
$369 nightly
The price is $415 total per night from Jun 21 to Jun 22
$415 total
Jun 21 - Jun 22
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)
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
$372 nightly
The price is $418 total per night from Jun 16 to Jun 17
$418 total
Jun 16 - Jun 17
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! (1,000 reviews)
Opens in a new windowOcean Key Resort - A Noble House Resort
Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa

4 out of 5
$282 nightly
The price is $317 total per night from Jun 21 to Jun 22
$317 total
Jun 21 - Jun 22
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! (1,003 reviews)
Opens in a new windowHyatt Centric Key West Resort and Spa
Coconut Beach Resort

Coconut Beach Resort

2.5 out of 5
$298 nightly
The price is $335 total per night from Jun 4 to Jun 5
$335 total
Jun 4 - Jun 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 ...
8.8/10 Excellent! (194 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
$254 nightly
The price is $286 total per night from Jul 2 to Jul 3
$286 total
Jul 2 - Jul 3
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! (1,007 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
$244 nightly
The price is $275 total per night from Jun 4 to Jun 5
$275 total
Jun 4 - Jun 5
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! (687 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
$177 nightly
The price is $199 total per night from Jun 28 to Jun 29
$199 total
Jun 28 - Jun 29
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 ...
8.4/10 Very Good! (1,031 reviews)
Opens in a new windowDoubleTree Resort by Hilton Grand Key - Key West
Pier House Resort & Spa

Pier House Resort & Spa

4 out of 5
$324 nightly
The price is $364 total per night from Jun 9 to Jun 10
$364 total
Jun 9 - Jun 10
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 ...
Opens in a new windowPier House Resort & Spa
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.