Berta
9/18/2025
"We stayed in a very clean villa with a gorgeous ocean view. The place felt spacious and comfortable, and the balcony facing the ocean was the perfect spot to relax and enjoy the view."
Hyatt Vacation Club At Windward Pointe
$$
Open
(67)
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3675 S Roosevelt Blvd
Key West, FL 33040
A tropical retreat overlooking the Atlantic Ocean, Windward Pointe captures the essence of Key West. The resort, located at the southeastern tip of the island’s southernmost point, boasts a freeform infinity-edge pool with a poolside restaurant, a hammock overlooking the ocean, and an array of games. Nearby, enjoy Smathers Beach and the iconic Southernmost Point landmark. On-site, get involved with Inspired Experiences for unforgettable moments together during your Key West stay.
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Reviews
4.067 reviews
Anthony A.
12/11/2025
Hyatt Vacation Club At Windward Pointe has a lot going for it: the units are well-appointed and comfortable, the grounds are nicely maintained, and the staff at check-in were friendly and helpful....
Dang L.
2/17/2025
Quick check in. Gorgeous views. Convenient location by the airport. The place was clean and had things we need including small kitchen, washer, dryer, large master bed room with bath. A second...
Charlene C.
2/8/2025
Lovely check in staff, Room 5613 was amazing. 2 bedroom 2 bath, large jacuzzi, beautiful outdoor seating on the 2nd floor with partial ocean view. Suite has kitchen, washer and dryer, lovely patio...
Linda K.
10/23/2025
Have stayed here many times since Hyatt Windward Pointe was built. Have always loved this place. The grounds here are meticulous and beautiful, probably one of the best thing about this Hyatt....
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