Hyatt Vacation Club at Windward Pointe, Key West
3675 South Roosevelt Boulevard Key West FL
Stay at this hotel in Key West. Enjoy free WiFi, free parking, and a snack bar/deli. Our guests praise the pool and the helpful staff in our reviews. Popular ...
9.4/10 Exceptional! (1,002 reviews)
Beautiful property
Reviewed on Mar 20, 2026
Hampton Inn Key West FL
3755 S Roosevelt Blvd Key West FL
Book a stay at this business-friendly hotel in Key West. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the ...
9/10 Wonderful! (1,327 reviews)
Beware!! As of mid March 2026 there were approximately 20-23 deck chairs in pool area. For a property of this size and with a beautiful pool in Key West this was terrible. Went to go to pool at 0900 and every chair was taken. The guest who had been there a day or so knew the game. I observed many ...
Reviewed on Mar 21, 2026
DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
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! (1,002 reviews)
Well kept facilities, wonderful pool, comfortable rooms, great food on the property, helpful staff when we had problems with our door lock, also helpful staff after our stay when I called back with a problem with a bill. Someone had charged lunch to my room number with my name after I had checked ...
Reviewed on Mar 22, 2026
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.