

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! (1,008 reviews)
Music and laughter conversations during night until 5am. Nobody in front desk. Next time call the police, dont wait for someone at the property to help.
Reviewed on Mar 27, 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! (1,326 reviews)
Absolutely beautiful location - probably the best on the island in comparison to other hotels. Would definitely return for that reason. Beds were lumpy, but we still slept. Other than that, just gorgeous.
Reviewed on Mar 27, 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)
The folks at the counter, and the concierge desk were always so helpful and pleasant. There was a different person at the concierge desk every day, it was nice to get different opinions from them. The front desk crew were always smiling, and making sure we got our cookies! Yummy! We were very fortunate ...
Reviewed on Mar 26, 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.