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Key West Wanderlust
The Key West Windward Pointe Resort sits next to the nearby ocean

Key West Wanderlust

Sunset celebrations and warm, tropical breezes await you with this stay at Hyatt Vacation Club at Windward Pointe in Key West, FL.
Exterior view of Key West Windward Point
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$
PER FAMILY
OFFER INCLUDES:
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Or Call 000-812-9682 to Book

Worry Free Booking, Take Up to 12 Months to Travel
* Price includes tax and resort fee; a surcharge of up to $200 may apply for high demand seasons. Attendance at a  120-minute timeshare sales presentation of the Hyatt Vacation Club Portfolio Program is required.
Details of Participation
The Key West Windward Pointe Resort sits next to the nearby ocean
A dining table and rocking chairs sit on an outdoor patio overlooking the beach
A couch and two chairs sit in a villa sitting area as the door of an attached outdoor patio is open
The wind gently blows palm trees in front of a resort pool
  • GOLF
  • FISHING
  • BEACH
  • sunset sails
  • Water Sports
Resort and Offer Information
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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Read 1,036 Reviews
Home Icon Hyatt Vacation Club at Windward Pointe
3675 South Roosevelt Boulevard, Key West, FL 33040
Phone Icon Call  to Book  000-812-9682
AT A GLANCE
Two-Bedroom Villa
Full Kitchen
Private Patio
Washer & Dryer
Pool
Kid Friendly
On-Site Dining
The Key West Windward Pointe Resort sits next to the nearby oceanA dining table and rocking chairs sit on an outdoor patio overlooking the beach
Palm tree background graphic (smaller and faded) Palm tree background graphic
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Resort Amenities

Whether you stay with the whole family or it’s just adults, there are so many ways to stay engaged, entertained, active, or relaxed at Windward Pointe.

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Woman in striped towel walks along a shimmering resort pool

Swimming Pool

A rainbow-colored outdoor hammock at a seaside resort

Hammock

A rainbow-colored outdoor hammock at a seaside resort

Hammock

Inspired Resort Activities

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.
Women enjoying a group painting class
Canvas Art
Live Entertainment & Pool Games
Vibrant pieces of green and aqua sea glass arranged in a heart shape
Sea Glass Art
Key West
Things to do
The Hemingway House in Key West, Florida

The Hemingway Home and Museum

Aerial view of Mallory Square in Key West, Florida

Mallory Square

Oil Lamp Inside the Harry Truman House

Harry S. Truman Little White House

Colorful fish swim among a coral reef

Key West Aquarium

See what guests are saying about Hyatt Vacation Club at Windward Pointe

Beautiful and clean!

"This hotel is beautiful. The room feels more like a condo than a hotel room. It’s spacious, clean, and comfortable. The pool area is beautiful with views of the ocean. I would definitely stay here again. We were a family of four, and the two bedroom was perfect for us."

Tripadvisor traveler review from June 2023

Beautiful view

"This resort is absolutely beautiful, the views are great, the rooms are very nice, staff great & accommodating! The food at the sandwich shop very tasty, I loved everything about this resort & would definitely stay again."

Tripadvisor traveler review from August 2022

This place is AMAZING!

"It was incredible. We almost didn’t want to leave the room, it was so luxurious. Will come to stay again and again. We booked the Ocean View suite and my oh my, we felt spoiled. This is the place to stay."

Tripadvisor traveler review from July 2022

Your Getaway Package

What’s included:
  • Enjoy your stay in a at
Why you get it:
  • Resort Preview: You and your family will be our guests at a fun and friendly 120-minute timeshare sales presentation to learn about the benefits of vacation ownership.
  • We want to welcome travelers like you to explore the natural beauty of the local area.
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Details of Participation
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