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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.

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Property grounds - Hyatt Vacation Club at Windward Pointe, Key West (Key West)
Outdoor pool - Hyatt Vacation Club at Windward Pointe, Key West (Key West)
Sports facility - Hyatt Vacation Club at Windward Pointe, Key West (Key West)
Property entrance - Hyatt Vacation Club at Windward Pointe, Key West (Key West)
View from property - Hyatt Vacation Club at Windward Pointe, Key West (Key West)
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

9.4 out of 10
Exceptional

Popular amenities

  • Pool
  • Hot tub
  • Parking included
  • Free WiFi
  • Restaurant
  • Air conditioning

Room options

Available filters for rooms
Showing 2 of 2 rooms

View all photos for Two Bedroom Villa

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

Two Bedroom Villa

9.2 out of 10
Wonderful
(64 reviews)
  • 2 bedrooms
  • Sleeps 6
  • 1 King Bed, 1 Queen Bed and 1 Double Sofa Bed
  • Free WiFi

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TV, DVD player

Two Bedroom Villa, Accessible

9.8 out of 10
Exceptional
(11 reviews)
  • 2 bedrooms
  • Sleeps 6
  • 1 King Bed, 1 Queen Bed and 1 Double Sofa Bed
  • Free WiFi

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About the neighborhood

Located in Key West, Hyatt Vacation Club at Windward Pointe, Key West is near the airport and near the beach. Fort East Martello Museum and Gallery and Key West Art and Historical Society are cultural highlights, and some of the area's notable landmarks include Duval Street and Southernmost Point. Smathers Beach and Ernest Hemingway Home and Museum are two other places to visit that come recommended. Scuba diving, snorkeling, and parasailing offer great chances to get out on the surrounding water, or you can seek out an adventure with hiking/biking trails nearby. Visit our Key West travel guide
Map
3675 South Roosevelt Boulevard, Key West, FL, 33040

What's nearby

  • Fort East Martello Museum and Gallery
    Fort East Martello Museum and Gallery
    7 min walk - 0.4 miles
  • Key West's Art & Historical Society Building
    Key West Art and Historical Society
    9 min walk - 0.5 miles
  • Smathers Beach
    Smathers Beach
    3 min drive - 1.5 miles
  • D1P59F Florida Key West Florida Keys Key West Tropical Forest & and Botanical Garden frost-free nature trail
    Key West Tropical Forest and Botanical Garden
    5 min drive - 1.9 miles
  • Duval Street
    Duval Street
    15 min drive - 4.4 miles

Getting around

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

Restaurants

  • McDonald's
    4 min drive
  • Hurricane Hole Marina
    4 min drive
  • Hurricane Hole Waterfront Bar & Grill
    4 min drive
  • Outback Steakhouse
    5 min drive
  • Tin Cup Chalice
    4 min drive

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Property amenities

Internet

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

Parking and transportation

  • Free self parking on site

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 washer/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

  • Elevator

More

  • Smoking not allowed

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
  • Kitchen
  • Microwave
  • Refrigerator
  • Separate dining area
  • Stovetop

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

Renovations and closures

The property will be renovating from May 4 2026 to August 31 2026 (completion date subject to change). The following areas are affected:
  • Exterior
During renovations, the hotel will make every effort to minimize noise and disturbance.

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

Property payment types

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 center/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, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm 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–10:00 PM.

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

No, only service animals are welcome at the property.

How much is parking?

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?

Check-out 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).

Can I cancel my reservation for free and receive a full refund?

Yes, this property offers free cancellation on select room rates, because flexibility matters! Please refer to the property cancellation policy on our site for more details about any exclusions or requirements.

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Reviews

Hyatt Vacation Club at Windward Pointe, Key West Reviews

9.4

Exceptional

9.6

Cleanliness

9.4

Amenities

9.4

Staff & service

9.4

Property conditions & facilities
Rating 10 - Excellent. 897 out of 1144 reviews
Rating 8 - Good. 162 out of 1144 reviews
Rating 6 - Okay. 49 out of 1144 reviews
Rating 4 - Poor. 15 out of 1144 reviews
Rating 2 - Terrible. 21 out of 1144 reviews

Reviews

Verified

10/10 Excellent

Lisa

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great location and hotel!
Stayed 4 nights in May 2026
Verified

10/10 Excellent

James Edward

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
amazing property staff excellent
Stayed 5 nights in May 2026
Verified

10/10 Excellent

Francis J

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Excellent place and staff. Would come back anytime.
Stayed 1 night in Jun 2026
Verified

10/10 Excellent

Daniela

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Nice jacuzzi in the room.
Stayed 7 nights in May 2026
Verified

10/10 Excellent

Rachel

Liked: Cleanliness, amenities, property conditions & facilities
Loved the layout of the suites - perfect for traveling with family and/or kids. Property was very clean with pool, sand volleyball, multiple yard games, outdoor bar, hammocks, etc. Parking was easy and convenient.
Stayed 4 nights in Mar 2026
Verified

10/10 Excellent

Sara

Liked: Cleanliness, amenities, property conditions & facilities
Amazing resort to stay at. All the amenities they offer made it wonderful. Very clean and quiet and not to far of a drive to the other side of island
Stayed 6 nights in May 2026
Verified

10/10 Excellent

Maree Harris

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
This property is gorgeous. Staff was very friendly. Room was spacious and very quiet. Would definitely stay here again if/when back in Key West.
Stayed 7 nights in May 2026
Verified

10/10 Excellent

VASUKANNAN

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Excellent stay! Walkable to the Smathers beach... rooms were very clean. Pool has great ocean view. Amenities were good!
Stayed 2 nights in Jun 2026
Verified

10/10 Excellent

Leslie

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great stay and we loved all the room we had! We rented a golf cart to get around which put us no more than 15 mins away from everything via the golf cart.
Stayed 5 nights in May 2026
Verified

10/10 Excellent

Ying

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Having access to washer dryer was useful and location is great for relaxation but still close to Duval if I want some Bar time.
Stayed 3 nights in May 2026
Verified

10/10 Excellent

Eric

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We had a wonderful family vacation there
Stayed 5 nights in Mar 2026
Verified

10/10 Excellent

Elizabeth

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The room and balcony were fantastic. The pool, grounds, and view of the ocean were lovely. The staff was super welcoming and friendly when we arrived. We enjoyed the close restaurant and walking path right across the street.
Stayed 3 nights in May 2026
Verified

10/10 Excellent

Andrea

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Property was amazing. Room was clean, staff was very friendly. Has a great time at the pool.
Stayed 8 nights in May 2026
Verified

10/10 Excellent

thida

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The room was clean ,staff are so nice , pool is big and clean with nice view love to stay here definitely coming back travel with family and small kid.
Stayed 2 nights in Apr 2026
Verified

10/10 Excellent

Farrah

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great location, wonderful room and resort.
Stayed 6 nights in Mar 2026
Verified

10/10 Excellent

dayan

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Nice location, clean and plenty of things to do around the area
Stayed 2 nights in Feb 2026
Verified

10/10 Excellent

Santosh

Liked: Cleanliness, amenities, property conditions & facilities
Clean room, amazing outdoor pool
Stayed 1 night in Apr 2026
Verified

10/10 Excellent

Arvinder

Great place with awesome views!
Stayed 2 nights in Mar 2026
Verified

10/10 Excellent

sivanaga pavankumar

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We stayed here for one night and had a wonderful experience. The hotel is beautiful and very clean, and the pool area was amazing. The ocean views were incredible and made the stay even more special. Even though it was a short visit, we really enjoyed our time here and will definitely be coming back again!
Stayed 1 night in Apr 2026
Verified

10/10 Excellent

Robyn

Liked: Cleanliness
This hotel is by far the nicest place I ever stayed. Amazing staff, rooms are amazing and the property is immaculate. Highly, highly recommend!!!!!!!
Stayed 3 nights in Apr 2026
Verified

10/10 Excellent

John

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Pool and bar are great
Stayed 4 nights in Mar 2026
Verified

10/10 Excellent

Miteshkumar Nanubhai

Very nice room with all amenities
Stayed 2 nights in Apr 2026
Verified

10/10 Excellent

Anthony

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Rooms were clean and neat and everything we expected. Thank you so much for a wonderful honeymoon.
Stayed 2 nights in Mar 2026
Verified

10/10 Excellent

Carmen

Liked: Cleanliness, staff & service, property conditions & facilities
Very clean nice staff
Stayed 2 nights in Mar 2026
Verified

10/10 Excellent

Josh

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Amazing!! Highly recommend. The two-room villa was perfect for our needs, and the property is beautiful!!
Stayed 3 nights in Apr 2026