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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

Construction Notice: Hyatt Vacation Club at Windward Pointe is undergoing enhancements from April 29 to Dec. 13, 2024, which will consist of roof upgrades. Please anticipate noise from this work during working hours. 

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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 iconParking
  • Accessibility iconAccessible
  • Restaurant iconRestaurant
  • Children's amenity iconKid-friendly
  • Swimming pool iconSwimming pool
  • Wi-Fi iconWi‑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

Discover rewarding things to do on your vacation in Key West. Our curated program helps you connect with the area — and each other — during your stay at our Key West, Florida resort. Take part in experiences from each of the program’s three pillars: Explore, Engage, and Express. From adventurous activities to mellow moments, this is vacation time well spent.
A family on vacation playing with a colorful beach ball as they swim in a sparkling Hyatt Vacation Club pool
Live Entertainment & Pool Games

Enjoy some great music, poolside games, fun socializing, and more with DJ Jimmy Jamz.

Women enjoying a group painting class
Canvas Art

Bring out your inner artist and showcase your creativity for some true vacation therapy.

Vibrant pieces of green and aqua sea glass arranged in a heart shape
Sea Glass Art

Work with area artist Petra to create an amazing keepsake made of beautiful local sea glass.

A family on vacation playing with a colorful beach ball as they swim in a sparkling Hyatt Vacation Club pool
Live Entertainment & Pool Games

Enjoy some great music, poolside games, fun socializing, and more with DJ Jimmy Jamz.

Women enjoying a group painting class
Canvas Art

Bring out your inner artist and showcase your creativity for some true vacation therapy.

Vibrant pieces of green and aqua sea glass arranged in a heart shape
Sea Glass Art

Work with area artist Petra to create an amazing keepsake made of beautiful local sea glass.

Key West

Things to Do Key West, FL4

Wondering where to start when you set out to explore the area on your vacation in The Conch Republic? Below are some popular things to see and do in Key West, and they’re all in range of the resort. Visiting any of these sites is a great way to get better acquainted with this unique destination in Florida — and to make some lifelong memories together.
The Hemingway House in Key West, Florida
The Hemingway Home and Museum

Tour this historic 1851 home where famed author Ernest Hemingway lived from 1931 to 1939.

Colorful fish swim among a coral reef
Key West Aquarium

View, learn about, and interact with an exciting variety of marine life from the Florida Keys region.

Oil Lamp Inside the Harry Truman House
Harry S. Truman Little White House

Visit Florida’s only presidential museum, where Truman spent a total of 175 days during his presidency.

Aerial view of Mallory Square in Key West, Florida
Mallory Square

Explore the epicenter of Key West life since the 1820s — and don’t miss the daily Sunset Celebration.

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
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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.

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.

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.

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 Availability of activities and amenities may vary and is subject to change without notice. A reservation, fee, and/or waiver may be required for some activities and amenities. No inquiry has been made into the off-site locations, activities, services, or events, or the qualifications, safety, or quality of the off-site locations, activities, services, or events, and WHV Resort Group, Inc. and HV Global Group, Inc. (collectively, “HVC”) make no warranty, express or implied, as to the condition, capacity, performance, or any other aspect of such off-site locations, activities, events, or service providers listed herein. Do not consider this an endorsement of or recommendation for any of the off-site locations, activities, services, events, or providers. Neither WHV Resort Group, Inc. nor HV Global Group, Inc. assumes liability for attendance at, or visits to, any off-site locations, or the products, activities, or services furnished by independent service providers. 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)