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Key West

Hyatt Vacation Club at Windward Pointe
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Special Vacation Offer!

Attend a 120‑minute sales presentation during your vacation and enjoy a stay at a special price. No membership required!
Questions about the offer? 888-812-9682

Entire stay from$

Book Offer
GOLF
FISHING
BEACH
sunset sails
An oceanfront escape in Key West.
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.
AT A GLANCE
  • Parking
  • Accessible
  • Restaurant
  • Kid-friendly
  • Swimming pool
  • Wi‑Fi

Resort Amenities1

Woman in striped towel walks along a shimmering resort pool
Swimming Pool
 A rainbow-colored outdoor hammock at a seaside resort
Hammock

Accommodations2

Enjoy a 2-bedroom residential-style villa with a fully equipped kitchen, private patio or balcony, washer and dryer, and other convenient appointments.
Resort bedroom with view of beach and palm trees
2-Bedroom Villa
Sleeps up to 6 guests

Inspired Activities & Experiences3

From adventurous activities to relaxing moments, it’s vacation time well spent. Our curated program helps you meaningfully experience Key West — and your time together.
Live Entertainment & Pool Games
Women enjoying a group painting class
Canvas Art
Vibrant pieces of green and aqua sea glass arranged in a heart shape
Sea Glass Art
Live Entertainment & Pool Games
Women enjoying a group painting class
Canvas Art
Vibrant pieces of green and aqua sea glass arranged in a heart shape
Sea Glass Art
Key West

Explore Key West4

The Hemingway House in Key West, Florida
The Hemingway Home and Museum
Colorful fish swim among a coral reef
Key West Aquarium
Oil Lamp Inside the Harry Truman House
Harry S. Truman Little White House
Aerial view of Mallory Square in Key West, Florida
Mallory Square
Other must‑see attractions:
  • Fort Zachary Taylor Historic State Park
  • Key West Shipwreck Museum
  • Duval Street
  • Key West Lighthouse
  • Smathers Beach
  • Key West Butterfly and Nature Conservatory
Aerial view of Mallory Square in Key West, Florida
Attractions
Things to do around Key West
The Key West Windward Pointe Resort sits next to the nearby ocean
Ready to make a reservation?
Book your stay at Windward Pointe and discover the power of purposeful time away.
Book Now
 Florida
A tiki-themed bar sits under green palms and blue skies
Portfolio Program
View of green golf course, lake, and resort buildings
Portfolio Program
Colorful greens and natural browns make up the decorations of a resort bedroom
Portfolio Program
High-ceilinged lobby with chandeliers and working fireplace
Portfolio Program
Well-equipped resort fitness center
Portfolio Program
Bonita Springs
Hyatt Vacation Club at Coconut Cove
Details

Accommodations at this resort are part of the Hyatt Vacation Club Portfolio Program; additional accommodations at the resort may also be available through Club-to-Club Exchange.

Portfolio Program
A fishing boat motors by the resort creating a light blue wake
Portfolio Program
Portfolio Program
Portfolio Program
Portfolio Program
Key West
Hyatt Vacation Club at Beach House
Details

Accommodations at this resort are part of the Hyatt Vacation Club Portfolio Program; additional accommodations at the resort may also be available through Club-to-Club Exchange.

Waterside resort with palm trees
Portfolio Program
Two glasses and a pitcher of iced tea sit on top of a marble countertop in a villa's fully equipped kitchen
Portfolio Program
View of cruise ship in the aquamarine water from a resort patio
Portfolio Program
Interior view of a villa living room with a view of palm trees outside
Portfolio Program
A resort waterfall at sunset
Portfolio Program
Key West
Hyatt Vacation Club at Sunset Harbor
Details

Accommodations at this resort are part of the Hyatt Vacation Club Portfolio Program; additional accommodations at the resort may also be available through Club-to-Club Exchange.

Dining tables beside a row of tropical plants
A firepit is surrounded by colorful chairs amid the green trees
Tropical decorations adorn a villa living area while the beach can be seen out the window
A white sand beach and the ocean sit on the other side of the resort's pool deck
A white sand beach sits between the resort and a bright blue ocean
Sarasota
The Residences on Siesta Key Beach
Details

Resort is not a part of the Hyatt Vacation Club Portfolio Program and is available only through Club-to-Club Exchange.

1 Amenities subject to change from time to time without notice. (back)

2 Features, furnishings, and amenities are subject to change. Pictures are intended to give a general indication of the layout only and may not represent all various configurations available at the property. (back)

3 Additional charges may apply for any activity, event, or program. (back)

4 No inquiry has been made into the activities or events, or the risks, qualifications, or quality of the activities, events, and/or services offered by this provider as it is not affiliated with HV Global Group, Inc. and WHV Resort Group, Inc. (collectively, “HVC”) or its affiliates. Do not consider this an endorsement of or recommendation for any of the activities, events, or providers. HVC and its affiliates assume no liability for the products or services furnished by the independent service providers who have no affiliation with the HVC business. Additional fees and costs may apply. Activities and events are subject to change. Some activities or events may require the participant to be in good health and have a certain level of skill. (back)