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Hyatt Vacation Club at Windward Pointe, Key West

3.5 star property
Travelers can embrace their athletic side with on-site golfing and cycling opportunities, or simply take a refreshing dip in the pool at this Key West retreat.

Choose dates to view prices

Located in the heart of Key West, Hyatt Vacation Club at Windward Pointe offers a peaceful getaway. Guests can relax in the spa tub or pool, play a round of golf on the property, or stay active with cycling and volleyball during their visit.

Reviews

9.6 out of 10
Exceptional

Popular amenities

  • Pool
  • Hot tub
  • Parking included
  • Free Wi-Fi
  • Restaurant
  • Air-conditioning
The current price is ฿12,900
฿15,909 total
includes taxes & fees
12 Jan - 13 Jan 2026

Room options

View all photos for Two Bedroom Villa

2 bedrooms, in-room safe, iron/ironing board, free WiFi

Two Bedroom Villa

9.8 out of 10
Exceptional
(27 reviews)

Highlights

Balcony
Separate dining area
Separate sitting area
Air conditioning
Kitchen
Fridge
Dishwasher
TV
  • 2 bedrooms
  • Sleeps 6
  • 1 King Bed, 1 Queen Bed and 1 Double Sofa Bed

View all photos for Two Bedroom Villa, Accessible

TV, DVD player

Two Bedroom Villa, Accessible

10.0 out of 10
Exceptional
(5 reviews)

Highlights

Balcony
Separate dining area
Separate sitting area
Air conditioning
Kitchen
Fridge
Dishwasher
TV
  • 2 bedrooms
  • Sleeps 6
  • 1 King Bed, 1 Queen Bed and 1 Double Sofa Bed

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About the area

Map
3675 South Roosevelt Boulevard, Key West, FL, 33040

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 - 9 min drive - 6.0 km

Getting around

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

Restaurants

  • ‪McDonald's - ‬4 min drive
  • ‪Tin Cup Chalice - ‬4 min drive
  • ‪Bad Boy Taqueria & Tequila - ‬7 min drive
  • ‪Toasted Coconut - ‬4 min drive
  • ‪Tavern N Town - ‬3 min drive

About this property

Hyatt Vacation Club at Windward Pointe, Key West

Hotel near Smathers Beach
Located close to Fort East Martello Museum and Gallery and Key West Art and Historical Society, Hyatt Vacation Club at Windward Pointe, Key West provides golfing on-site, a hot tub and a restaurant. Active travellers can enjoy amenities, such as volleyball and cycling, at this hotel. Stay connected with free in-room WiFi, and guests can find other amenities, such as a snack bar/deli.
You'll also find perks such as:
  • An outdoor pool
  • Free self-parking
  • Bike hire, babysitting (surcharge) and a lift
  • Tour/ticket information, barbecues and smoke-free property
  • Guest reviews speak highly of the pool and helpful staff
Room features
All 93 rooms boast comforts such as air conditioning and separate sitting areas, as well as thoughtful touches such as free WiFi and safes.
More conveniences in all rooms include:
  • Jetted bath, free toiletries and hairdryers
  • TVs with DVD players
  • Balconies, separate sitting areas and separate dining areas

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Property amenities

Internet

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

Parking and transport

  • Free self parking on site
  • Limited on-site self parking

Food and drink

  • A restaurant
  • Snack bar/deli

Restaurants on site

  • Abby Road Snack Shack

Things to do

  • Bicycle rentals
  • Billiards/pool table
  • Golf
  • Hot tub
  • Outdoor pool
  • Volleyball

Family friendly

  • Babysitting (surcharge)
  • DVD player
  • In-room kitchen
  • In-room microwave
  • In-room refrigerator
  • In-room washing machine/dryer
  • Living room
  • Outdoor pool
  • Separate in-room dining area
  • Snack bar/deli

Conveniences

  • Limited-hour front desk
  • Safe at front desk

Guest services

  • Concierge services
  • Tour and ticket assistance

Outdoors

  • Barbecue grill

Accessibility

  • Lift

More

  • Smoke-free property

Room amenities

Bedroom

  • Bedsheets provided

Bathroom

  • Free toiletries
  • Hair dryer
  • Jetted bathtub
  • Separate bathtub and shower
  • Towels provided

Entertainment

  • DVD player
  • TV

Food and drink

  • Coffee/tea maker
  • Dishwasher
  • Hob
  • Kitchen
  • Microwave
  • Refrigerator
  • Separate dining area

More

  • Air conditioning (climate-controlled)
  • Iron/ironing board
  • Living room
  • Phone
  • Safe
  • Separate sitting area
  • Washer/dryer

Policies

Check-in

Check-in start time: 4 PM; check-in end time: 10:00 PM
Late check-in subject to availability
Minimum check-in age - 21

Check-out

Check-out before 10 AM

Special check-in instructions

The front desk is open daily from 7:00 AM - 11:00 PM
Front desk staffed during limited hours
If you are planning to arrive after 10:00 PM please contact the property in advance using the information on the booking confirmation
Information provided by the property may be translated using automated translation tools

Access methods

Front desk (limited hours)

Pets

Pets not allowed (service animals are welcome, and are exempt from fees)

Children and extra beds

Children are welcome
Rollaway/extra beds are not available.

Payment types at the property

Important information

Fees

You'll be asked to pay the following charges at the property. Fees may include applicable taxes:

  • Resort fee: USD 45.00 per accommodation, per night
The resort fee includes:
  • Additional inclusions
  • Business centre/computer access
  • In-room coffee
  • Lending library access
  • Phone calls
  • Sporting facilities or equipment

We have included all charges provided to us by the property.

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
This property accepts credit cards; cash is not accepted
Safety features at this property include a carbon monoxide detector, a fire extinguisher and a smoke detector
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
Please note that cultural norms and guest policies may differ by country and by property; the policies listed are provided by the property
It is Hyatt’s practice to enter any occupied guestroom at a minimum of once within a 24-hour period, even if a guest has requested privacy. Appropriate efforts are made to provide advance notice to the registered guest before entering an occupied guestroom.

We should mention

Pool access available from 8:00 AM to 10:00 PM

Frequently asked questions

Does Hyatt Vacation Club at Windward Pointe, Key West have a pool?

Yes, this property has an outdoor pool. Pool access is from 8:00 AM to 10:00 PM.

How much does it cost to stay at Hyatt Vacation Club at Windward Pointe, Key West?

As of 27 Dec 2025, prices found for a 1-night stay for 2 adults at Hyatt Vacation Club at Windward Pointe, Key West on 12 Jan 2026 start from ฿12,899.7, excluding taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is Hyatt Vacation Club at Windward Pointe, Key West pet-friendly?

No, only service animals are welcome at the property.

How much is parking at Hyatt Vacation Club at Windward Pointe, Key West?

Self-parking is free at this property.

What time is check-in at Hyatt Vacation Club at Windward Pointe, Key West?

Check-in start time: 4 PM; check-in end time: 10:00 PM. Late check-in is available during limited hours.

What time is check-out at Hyatt Vacation Club at Windward Pointe, Key West?

Checkout is at 10 AM.

Where is Hyatt Vacation Club at Windward Pointe, Key West located?

Situated near the airport, this hotel is within a 15-minute walk of Fort East Martello Museum and Gallery and Key West Art and Historical Society. Smathers Beach and Duval Street are also within 6 mi (10 km).

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Reviews

Hyatt Vacation Club at Windward Pointe, Key West Reviews

9.6

Exceptional

9.6

Cleanliness

8.2

Location

9.6

Staff & service

9.4

Eco-friendliness

9.6

Property conditions & facilities
Rating 10 - Excellent. 808 out of 1001 reviews
Rating 8 - Good. 133 out of 1001 reviews
Rating 6 - Okay. 33 out of 1001 reviews
Rating 4 - Poor. 14 out of 1001 reviews
Rating 2 - Terrible. 13 out of 1001 reviews

Reviews

8/10 Good

Shalaka

Liked: Cleanliness, amenities, property conditions & facilities
Clean rooms, great location.
Stayed 1 night in Dec 2025

10/10 Excellent

Lilly

Liked: Cleanliness, amenities, property conditions & facilities
Great staff, hotel and pool.
Stayed 2 nights in Dec 2025

10/10 Excellent

Brandy

Liked: Cleanliness, amenities, property conditions & facilities
This is a great place to stay for family! The balcony was amazing!
Stayed 3 nights in Dec 2025

10/10 Excellent

Kayla

Staff was great and rooms were very well kept.
Stayed 7 nights in Nov 2025

10/10 Excellent

Ienisel

Liked: Cleanliness, amenities, property conditions & facilities
Wonderful place and service
Stayed 1 night in Nov 2025

10/10 Excellent

Alejandro

Liked: Cleanliness, amenities, property conditions & facilities
Wonderful hotel, wonderful Staff
Stayed 1 night in Dec 2025

10/10 Excellent

KELLY KATHLEEN

Liked: Cleanliness, amenities, property conditions & facilities
The room and amenities at Hyatt Windward were top notch!!!
Stayed 3 nights in Dec 2025

10/10 Excellent

Karen A.

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Perfect vacation get away. Stunning grounds and pool.
Stayed 5 nights in Dec 2025

10/10 Excellent

Raymond

Liked: Cleanliness, amenities, property conditions & facilities
Rooms were great, grounds everywhere were fantastic!
Stayed 1 night in Nov 2025

10/10 Excellent

Sukhnandandeep

Liked: Cleanliness, amenities, property conditions & facilities
Excellent place
Stayed 1 night in Nov 2025

10/10 Excellent

German

Liked: Cleanliness, amenities, property conditions & facilities
Clean room great staff beautiful hotel and very spacious rooms.
Stayed 1 night in Nov 2025

10/10 Excellent

Ernesto

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Excellent place to stay on Key West, spacious apartment, nice view, quiet area, great pool area and billiard table, mini market inside property. Just 10 min drive to famous Duvall Street and different restaurants walking distance from the hotel.
Stayed 2 nights in Nov 2025

10/10 Excellent

John

Liked: Cleanliness, amenities, property conditions & facilities
The staff was wonderful and the room was very nice.
Stayed 2 nights in Nov 2025

10/10 Excellent

Rakshya

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed for 4 days. Awesome
Stayed 3 nights in Dec 2025

10/10 Excellent

Catherine

Liked: Cleanliness, amenities, property conditions & facilities
Whole experience was wonderful and staff very nice.
Stayed 3 nights in Nov 2025

10/10 Excellent

Marsha

Liked: Cleanliness, amenities, property conditions & facilities
I could not have asked for more. 2 BR and 2 BA with a stunning view. Even though it is a few minutes from downtown Key West, it was relaxing to be away from the hustle. Went to relax and that is just what we got. I will stay here again
Stayed 2 nights in Dec 2025

10/10 Excellent

Raquel

One of the best resorts my family and I have been to in awhile. We stayed in the 2 bedroom condo which was absolutely beautiful and had every single thing we needed for our stay. The vibe at three pet
Stayed 2 nights in Nov 2025

10/10 Excellent

Alan

Liked: Cleanliness, amenities, property conditions & facilities
Very friendly and helpful staff.
Stayed 2 nights in Nov 2025

10/10 Excellent

Donna

Liked: Cleanliness, amenities, property conditions & facilities
The Hyatt at Windward Pointe is a beautiful property with outstanding views of the water. The pool area and grounds are clean & well taken care of. Our room was very spacious, clean and had everything we needed. We also like the close proximity to airport and Smathers Beach.
Stayed 4 nights in Dec 2025

10/10 Excellent

Teresita

Liked: Cleanliness, amenities, property conditions & facilities
This was our third time staying there, and we are booked for next June Super clean, all amenities you need for a couple of days or a couple of weeks.
Stayed 3 nights in Nov 2025

10/10 Excellent

Richard

Liked: Cleanliness, amenities, property conditions & facilities
First time in Key West. The stay wa beautiful. We’ll be back.
Stayed 1 night in Nov 2025

10/10 Excellent

Geetanjali

Liked: Cleanliness, amenities, property conditions & facilities
The villa is just great! This property is 10/10.
Stayed 2 nights in Nov 2025

10/10 Excellent

Jason M

Liked: Cleanliness, amenities, property conditions & facilities
Room was just right - met our needs and allowed us to do the things we wanted. Perhaps adding more towel bars or hooks in the bathroom would be nice, but really, it is a very nice condo. Location worked well, pool and hot tub great, all amenities fun. Staff was kind and helpful and very responsive. Thank y'all - Enjoy a Merry Christmas!
Stayed 4 nights in Dec 2025

8/10 Good

Logan

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great place to stay away from all of the commotion. The pool was great! The service fees at the poolside cafe were very high. The only downfall was that there were only 2 fancier restaurants nearby and everything else you had to drive to get food. The beach was a good 30 minute walk. Highly recommend renting a golf cart to see all of key west.
Stayed 5 nights in Dec 2025

10/10 Excellent

Shelly

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Everything was great. The pool area view from balcony. Beds were comfortable. TV in bedrooms. We would definatly go back!
Stayed 4 nights in Dec 2025