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Hyatt Windward Pointe, 2 Bedroom Waterfront Resort, 4-Night May 3-7

Photo gallery for Hyatt Windward Pointe, 2 Bedroom Waterfront Resort, 4-Night May 3-7

Pool
Property grounds
Smart TV
Property grounds
Sports court

Reviews

9.6 out of 10
Exceptional

Popular amenities

  • Pool
  • Spa pool
  • Free Wi-Fi
  • Air-conditioning
  • Gym
  • Parking available

Explore the area

View map
Key West, FL
  • Place, Fort East Martello Museum and Gallery
    ‪6 min walk‬
  • Place, Key West Art and Historical Society
    ‪7 min walk‬
  • Place, Smathers Beach
    ‪3 min drive‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪6 min walk‬

Room options

Similar properties

About the area

Key West

When you stay at this resort in Key West, you'll be on the waterfront, within a 5-minute drive of Florida Keys Beaches and Smathers Beach. .This resort is 3.5 mi (5.6 km) from Duval Street and 3.6 mi (5.8 km) from Southernmost Point.

What's nearby

  • Fort East Martello Museum and Gallery - 6 min walk - 0.6 km
  • Key West Art and Historical Society - 7 min walk - 0.7 km
  • Smathers Beach - 3 min drive - 2.4 km
  • Key West Tropical Forest and Botanical Garden - 4 min drive - 2.4 km
  • Duval Street - 13 min drive - 6.3 km

Getting around

  • Key West Intl. Airport (EYW) - 2 min drive

Restaurants

  • ‪McDonald's - ‬4 min drive
  • ‪Tin Cup Chalice - ‬4 min drive
  • ‪El Siboney Stock Island - ‬6 min drive
  • ‪Bad Boy Taqueria & Tequila - ‬7 min drive
  • ‪Toasted Coconut - ‬4 min drive

About this property

Hyatt Windward Pointe, 2 Bedroom Waterfront Resort, 4-Night May 3-7

Hyatt Windward Pointe offers a refined island escape where comfort, serenity, and sweeping open‑water views come together in a beautifully maintained tropical setting. From the moment you arrive, the resort’s lush landscaping, tranquil pathways, and elegant coastal architecture create a sense of calm that feels worlds away from everyday life. Soft ocean breezes drift across the property, and the horizon opens wide in front of you—an ever‑changing backdrop of turquoise water and unforgettable Key West sunsets.

The residence itself is designed with an emphasis on space, privacy, and understated luxury. Thoughtful finishes, generous natural light, and a relaxed coastal palette make the home feel both sophisticated and inviting. A full kitchen with full‑size appliances allows for effortless meals and entertaining, while the in‑suite washer and dryer add convenience for longer stays. The private balcony becomes a favorite retreat, perfect for slow mornings with coffee or quiet evenings with a cocktail as the sky glows over the water.

The resort’s infinity‑edge pool overlooks the shoreline, offering a peaceful place to unwind in the sun or enjoy the gentle rhythm of the ocean. The property’s west‑side location provides a quiet, exclusive feel while still keeping you close to the best of Key West. Within minutes, you can be celebrating the sunset at Mallory Square, exploring the boutiques and galleries of Old Town, or savoring world‑class dining and nightlife along Duval Street. Whether you spend your days relaxing by the water or discovering the island’s vibrant culture, this residence offers a luxurious home base for an unforgettable stay.

NOTES:

This property available at a special discounted rate for 4-night stays checking in on a Sunday, May 3 and checking out on Thursday, May 7.

Hyatt will charge a $125 housekeeping fee upon check-out
There's a private balcony. A kitchen is outfitted with a refrigerator, an oven, and a stovetop. Complimentary wireless internet access keeps you connected, and a Smart television is provided for your entertainment. The bathroom has a jetted bathtub and a hair dryer. Conveniences include a microwave and a coffee/tea maker.
Be sure to enjoy recreational amenities including a hot tub and a fitness center. Additional amenities at this resort include concierge services and barbecue grills.
Featured amenities include laundry facilities and an elevator.

Property amenities

Internet

  • Available in all rooms: Free WiFi
  • Available in some public areas: Internet access

Parking and transport

  • Wheelchair-accessible parking and van parking available

Things to do

  • Gym
  • Hot tub
  • Playground
  • Pool

Conveniences

  • Laundry facilities

Guest services

  • Concierge services

Outdoors

  • Barbecue grill
  • On the waterfront

Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • 1 accessible parking space
  • Lift
  • Wheelchair accessibility
  • Wheelchair-accessible parking
  • Wheelchair-accessible path of travel
  • Wheelchair-accessible path to lift
  • Wheelchair-accessible van parking

More

  • Smoke-free property

Room amenities

Bedroom

  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Jetted bathtub
  • Shampoo
  • Soap
  • Toilet paper
  • Towels provided

Entertainment

  • Smart TV

Food and drink

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Kitchen
  • Microwave
  • Oven
  • Refrigerator
  • Toaster

More

  • Air conditioning
  • Dryer
  • Heating
  • Iron/ironing board
  • Living room

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age: 21

Check-out

Check-out before 11:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Check-out instructions

The host requires you complete the following before checking out:
Load the dishwasher
Remove personal items and remove leftover food and drinks

Pets

Pets not allowed

Children and extra beds

Children are welcome

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Safety features at this property include a carbon monoxide detector, a fire extinguisher, and a smoke detector
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation

Hyatt Windward Pointe, 2 Bedroom Waterfront Resort, 4-Night May 3-7 Reviews

Reviews

9.6

Exceptional

Rating 10 - Excellent. 3 out of 4 reviews
Rating 8 - Good. 1 out of 4 reviews
Rating 6 - Okay. 0 out of 4 reviews
Rating 4 - Poor. 0 out of 4 reviews
Rating 2 - Terrible. 0 out of 4 reviews

10/10

Cleanliness

Reviews

10/10 Excellent

Steve G., Minneapolis, MN

Liked: Cleanliness

Even better than expected.

This isn't a specific condo. I don't know what it is. You check in like it's a hotel and they assign you a villa. We got more than we expected. The resort pool was excellent with towels, hot tub, pool table, bar with full menu, etc. Seems like every villa has a good view of the ocean. My family loved it and it was an excellent value.
Stayed 5 nights in Mar 2025

10/10 Excellent

Kenneth J.

Liked: Cleanliness

42 years military retirement

We had the best time ever. It was so wonderful. I would highly recommend to stay at this resort
Stayed 2 nights in Mar 2025

10/10 Excellent

Keith H.

Liked: Cleanliness

Condo

Nice quiet condo
Stayed 3 nights in Jan 2024

8/10 Good

Beth C., Ona, WV

Liked: Cleanliness

Great place

We got a new property listing and could have never afforded this resort otherwise. This unit was in the best spot of whole resort for viewing the ocean. The unit was great as well. Great amenities and close to downtown.
Stayed 4 nights in Jan 2024