Hyatt Vacation Club at Windward Pointe

Hyatt Vacation Club at Windward Pointe

Traveller (655)
Room & Suite (255)
Pool & Beach (107)

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Prices are the average nightly price provided by our partners and may not include all taxes and fees. Taxes and fees that are shown are estimates only. Please see our partners for more details.

About

4.5
#4 of 14 resorts in Key West
4.1 of 5 bubbles
Location
4.6 of 5 bubbles
Cleanliness
4.4 of 5 bubbles
Service
4.3 of 5 bubbles
Value
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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Property amenities
Free parking
Free High Speed Internet (WiFi)
Pool
Bar / lounge
Diving
Snorkelling
Business Centre with Internet Access
BBQ facilities
Electric vehicle charging station
Parking
Wifi
Hot bath
Pool / beach towels
Pool with view
Outdoor pool
Poolside bar
Fishing
Baggage storage
Concierge
Non-smoking hotel
Outdoor furniture
Picnic area
Sun loungers / beach chairs
Sun terrace
Sun umbrellas
Clothes dryer
Laundry service
Self-serve laundry
Washing machine
Room features
Air conditioning
Additional bathroom
Housekeeping
Private balcony
Safe
Kitchenette
Dishwasher
Flatscreen TV
Seating area
Telephone
Iron
Microwave
Refrigerator
Kitchenware
Room types
Ocean view
Non-smoking rooms
Suites
Family rooms
Good to know
HOTEL CLASS
Star ratings are intended to indicate the general level of features, amenities, and services to expect. This property is classified according to Giata.
3.0 of 5 stars
HOTEL STYLE
Ocean View
Family Resort
Languages Spoken
English, Spanish

Location

3675 S Roosevelt Blvd, Key West, FL 33040-5254
1,037Review72Q+A100Room tips
Traveller rating
  • 658
  • 248
  • 86
  • 28
  • 17
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Detailed Reviews
JJFriday wrote a review Aug 2020
Boca Raton, Florida168 contributions104 helpful votes
5.0 of 5 bubbles
We enjoyed a very comfortable stay at this Key West location. Check-in/out was quick and friendly, beds were comfy, place was clean, and we had everything we needed at our disposal. We really felt a lot more comfortable with the extra steps they were taking to ensure everyone was safe. We especially appreciated the hand sanitizer at the elevators and it’s one person or one family at a time rule. We also appreciated the alcohol wipes in our room. There was a half capacity rule at the pool which wasn’t being followed on our last day so we got out. It’s supposed to be 25 max but pretty quickly it became 40! Everyone pretty much stayed socially distant (there were lots of families) but it just didn’t feel right for us. On all other days there were hardly 20 people.

Wifi was reliable, parking is free, all rooms have a big lanai/balcony, and a great view of the water. The only downside to this location is that it’s right behind the small airport so if you’re outside you will definitely hear it. When we were in our rooms it was hardly noticeable.
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Date of stay: August 2020Trip type: Travelled as a couple
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
Response from Jon Dindo, General Manager at Hyatt Vacation Club at Windward Pointe
Responded 4 Jan 2021
JJFriday, Thank you so much for all of the details and the 5 star review that you have shared. I am glad that you felt very comfortable and enjoyed your visit with us. Also we appreciate your positive feedback on a few of the new protocols that have been implemented. Generally the pool has been staying fairly slow however will ensure you that the pool team is monitoring and staying on top of limits as they arise. Have a wonderful day and looking forward to inviting your family back to this special resort. Kind Regards, Jon Dindo General Manager
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This response is the subjective opinion of the management representative and not of Tripadvisor LLC.
Kmellin wrote a review Feb 2020
Raleigh, North Carolina7 contributions7 helpful votes
5.0 of 5 bubbles
We were in town for my son's wedding and we rented this unit to allow my daughter to stay with us as well! What a surprise that this property ended up to be! The Master BR has an amazing bathroom with a whirlpool tub and a large stand up shower, completely at the opposite side of the other Bedroom. The unit itself is large with a large kitchen, that allowed us to host 2 Breakfasts with little need for anything but the groceries. It also had an amazing screened in patio.
They also have a private beach and a fabulous pool. Several events were planned for the week, that we did not participate in due to our wedding plans, but there were several people that did as our room faced the pool. The service at check-in was amazing. It was only a short drive from Duval and when we did use an UBER service, it was usually only a 5 minute wait. We will definitely visit here again!
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Date of stay: February 2020
5.0 of 5 bubblesValue
5.0 of 5 bubblesRooms
5.0 of 5 bubblesService
Room Tip: We were on the 2nd floor and right near the elevator, no issues here.
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
lakemates wrote a review Mar 2020
Virginia184 contributions65 helpful votes
4.0 of 5 bubbles
We stayed here for a week and thought the resort was well located if you have a car (as we did) or are willing to pay for cab or uber as we saw many pickups and dropoffs during our stay. The resort is beautifully maintained outside and our 2 bedroom unit was very spacious with a view of the ocean from our deck/porch area. There was a gentle breeze most of the time which may have helped with the noseeums and mesquitos. Lovely pool too.
Our King bed was very comfortable and the kitchen was well equipped. We had a microwave/ convection combination oven and an instruction manual for this would have been helpful as we did not have a conventional oven and had no clue as to how to use it. We didn't set off any alarms LOL, but we did eat a cold meal one night! Our unit was ADA handicapped with one shower of the 2 we had with grab bars. Getting the shower seat for my hasband was a bit of a challenge the first night but eventually we did get it, and it was great. We also had a full washer and dryer in the unit.
They wanted us to go on a tour but we are Diamond Members and have more vacation time than what we already can use, so after 2 firm " No Thank You's " they left us alone .
All in all, we had a great time in Key West, very quiet resort with only a few children at this time of the year, and the planes and jets from the airport (which is very close) kept things interesting. If we go to KW again we would definitely stay here and would recommend to others.
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Date of stay: March 2020
4.0 of 5 bubblesCleanliness
4.0 of 5 bubblesService
4.0 of 5 bubblesSleep Quality
Room Tip: All rooms have a view of the ocean, the closer you are to the office the more limited the view
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
Jim R wrote a review Jan 2020
Muskegon, Michigan18 contributions8 helpful votes
5.0 of 5 bubbles
Once again Marcia and I are staying at Windwarde Pointe in Key West. Only one way to describe this property and its staff- Amazing. We have been coming here every January for about ten years and it feels like home. Atif the general manager has really done a wonderful job ensuring that every guest is treated in a special way. All the staff is friendly and accommodating. We look forward each year to seeing some familiar faces like Germaine and Miguel to mention a couple. Rooms are always clean and the housekeeping staff is especially attentive to all of our needs. if there is something minor that needs attention the staff is on it immediately. I recommend this place if you want a truly relaxing vacation with special treatment. Concierges are always helpful in getting good deals with local vendors.
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Date of stay: January 2020
5.0 of 5 bubblesValue
5.0 of 5 bubblesLocation
5.0 of 5 bubblesService
Room Tip: All the rooms have nice views with large balconies. We like 5814 and 5714.
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
pamela h wrote a review Mar 2020
Jupiter, Florida39 contributions31 helpful votes
4.0 of 5 bubbles
Lovely tropical ambiance, friendly staff, super infinity pool overlooking the ocean, lovely rooms with large balconies. If you have kids, lots of pool music and game activities If you’d rather enjoy peace and quiet , you might stay somewhere else that’s more adult friendly. When this tropical, beautiful establishment abolishes cigarette smoking allowed on its premises I will rate this a 5!
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Review collected in partnership with this hotel
Date of stay: February 2020
5.0 of 5 bubblesRooms
5.0 of 5 bubblesLocation
5.0 of 5 bubblesCleanliness
5.0 of 5 bubblesService
5.0 of 5 bubblesSleep Quality
Room Tip: Avoid sitting on your balcony if there are smokers surrounding your unit.
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
mdr838 wrote a review Aug 2021
Chicago, Illinois12 contributions17 helpful votes
3.0 of 5 bubbles
Pros: great pool with nearby cabana serving food & drinks. Np if you want to save a few bucks and BYOB to the pool. Plenty of beach chairs and room in the pool. Ubers/Lyfts are plentiful and never had to wait more than a couple mins to get picked up. About 15m ride to the other end of the island (Duval St etc) and usually around $20 a ride with Lyft. Decided this was better option than renting a car or golf cart (can be a bit pricey and no easier to find parking spots than a car) or a scooter. Resort is family friendly but not a lot of kids when we were there. Our bedroom and bathroom were very nice and comfortable. Kitchen was quirky. Nice big balcony. I thought the staff were great.

Cons: The photos of the pool are careful to hide the somewhat 4-lane road between the pool and the beach. Not a big deal, the noise was not an issue but detracts from the view. The property is literally adjacent to the airport. Climb over fence and you're on tarmac. However it's NOT a busy airport and the noise of an infrequent airplane for me was a total non-issue, even while at the pool. I can't recall hearing them at all from my unit and we were on airport side of property. Resort is on opposite end of island from all the action. As mentioned we found it VERY easy to catch an uber/Lyft.

Overall, it's a very nice property though the price is a reflection of the high cost of Key West as opposed to this being a 5-star resort.
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Date of stay: August 2021
5.0 of 5 bubblesCleanliness
5.0 of 5 bubblesService
5.0 of 5 bubblesSleep Quality
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
markpB3169AB wrote a review Jul 2020
Cancun, Mexico14 contributions36 helpful votes
5.0 of 5 bubbles
Family stay during the pandemic. Great accommodation and facilities. The hotel was around 50% occupancy so lots of space and probably only about 15 people in the pool area maximum at any time. Great view and everything close by. Only comment would be that the pool lights could be turned off when pool closed at night. You have a telescope in each room to view the sky but with the pool lights still bright, it ruins the night view. Other than that the family was happy and very comfortable. Will return for sure.
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Date of stay: July 2020Trip type: Travelled with family
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
Response from Jon Dindo, General Manager at Hyatt Vacation Club at Windward Pointe
Responded 4 Jan 2021
Markpb3169AB, Thank you for the 5 star review and sharing with the TripAdvisor community. I will share your feedback with the staff and I am glad we were able to surpass your expectations. Great suggestion on the pool lights and would've never thought about this. One of the thoughts I have is that it may lead to some safety/liability concerns if the lights are turned off even if pool is closed during those times but something to look into. Thanks again and glad that you will be returning to stay with us! Kind Regards, Jon Dindo General Manager
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This response is the subjective opinion of the management representative and not of Tripadvisor LLC.
fez22016 wrote a review Feb 2020
Greenlawn, New York23 contributions1 helpful vote
5.0 of 5 bubbles
We exchanged our Hyatt timeshare in Beaver Creek CO. for the sun and warmth of Key West and we could not have been happier. The property is amazing. Lush tropical landscaping, that is manicured to perfection and a beautiful spacious pool with surrounding lounge chairs. Our unit was on the 3rd floor facing the ocean and the balcony was huge with a dining table and chairs and a rocker and comfortable chair. The unit was so clean with every amenity you would need down to a blender and wine glasses. The elevators were always quick and the Pool snack bar was a huge plus. It is in walking distance to 2 wonderful restaurants. Though close to the airport, the noise was not bothersome. We enjoyed watching the fighter jets from the near by naval air station zipping by.
The resort far exceeded our expectations, I am sure because of the fine management team. We can"t wait till we come back again.
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Date of stay: January 2020
5.0 of 5 bubblesValue
5.0 of 5 bubblesLocation
5.0 of 5 bubblesService
Room Tip: ask for a building with a direct ocean view
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
ssjamiso1 wrote a review Jan 2020
Leesburg, Virginia13 contributions21 helpful votes
4.0 of 5 bubbles
This is a lovely overall well-maintained property. However, we have had an issue with getting our rooms cleaned in a timely manner. Service only operates between 10 am and 4 pm. We had early dinner reservations and returned to our room around 3 to shower. We were hoping it would have been cleaned by that time. We waited until almost 4 then jumped in shower. Well housekeeping came at 3;50. We asked them to wait for 15 minutes so we could finish showers. They said no; they had to leave by 4. How anyone could expect them to change sheets, clean bathrooms and vacuum in 10 minutes is a mystery. They handed us clean towels and left. I called the front desk and was told we could schedule cleaning for tomorrow. One would expect a higher level of service. Marriott, the new owner, I hope you are reading!
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Date of stay: January 2020Trip type: Travelled as a couple
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
Debbie A wrote a review Dec 2022
Freeport, Pennsylvania18 contributions3 helpful votes
5.0 of 5 bubbles
This was one of the most relaxing vacations that I’ve had in a long time. The resort was beautiful. The kitchen is fully equipped, the bedrooms and bathrooms are both very nice. We enjoyed the living room and dining room and especially the large balcony with table, chairs and even a rocking chair. The pool was nice and so relaxing. We needed a wheelchair for some of the places we were going . I called ahead and they were able to connect me with a company who delivered the wheelchair when we arrived and picked it up when we left. We will definitely be back!
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Date of stay: November 2022Trip type: Travelled with friends
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
Response from Hyatt Vacation Club, Other at Hyatt Vacation Club at Windward Pointe
Responded 15 Dec 2022
Debbie, thank you for your perfect 5-star review. We are thrilled you enjoyed our resort, your villa accommodations, and the assistance you received to reserve a wheelchair through a third party company. We hope you return and enjoy another relaxing vacation soon.
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This response is the subjective opinion of the management representative and not of Tripadvisor LLC.
PennyCampriello asked a question Apr 2024
Morro Bay, California107 contributions37 helpful votes
Is there a fitness room on property?
Steve P asked a question Jan 2024
Mastic Beach, New York17 contributions13 helpful votes
A few questions. Thanks in advance. Is the pool heated? Daily housekeeping services?
Answer from dollface27
Phoenix, Arizona3 contributions
Look up Hyatt Vacation Club, and/or Windward Pointe, Key West. They also have the Beach House. You’ll get a phone number on the Google page.
viagens2012 asked a question May 2023
Huntington Beach, California189 contributions56 helpful votes
Any good restaurants walking distance from the resort? How is the beach? Thank you
Answer from Mainsailhr
Hudson, Wisconsin343 contributions114 helpful votes
There is a good Italian restaurant right next door. Others, not so close.
Mknj77 asked a question Feb 2022
Medford, New Jersey141 contributions43 helpful votes
What are the hours of the pool? Thank you
enewellz wrote a tip Mar 2024
Ballston Spa, New York109 contributions48 helpful votes
3.0 of 5 bubbles
"Higher units in the middle have good views & are back away from the highway. "
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JimmyGrad52 wrote a tip Jan 2024
Glen Ellyn, Illinois49 contributions4 helpful votes
4.0 of 5 bubbles
"Need transportation to get around the island. Far from Duval."
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Marilyn Noon wrote a tip Oct 2023
8 contributions4 helpful votes
5.0 of 5 bubbles
"Definitely stay here! You will not be disappointed1"
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Susan M wrote a tip Sept 2023
Green Valley, Arizona42 contributions46 helpful votes
3.0 of 5 bubbles
"Download the app for the city of keywest. It only cost 3.75 per person for a week. Best way to get around. Avoid the parking at the hot s"
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dollface27 wrote a tip Sept 2023
Phoenix, Arizona3 contributions
5.0 of 5 bubbles
"Ample parking, ample chairs at the pool although we were there off peak, in August. Street parking downtown is hard to find. Use the lots."
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Not the right property for you?
There are more places to choose from in the Key West area.
PRICE RANGE
RM 2,003 - RM 2,524 (Based on Average Rates for a Standard Room)
ALSO KNOWN AS
hyatt windward pointe hotel key west, hyatt hotel key west, hyatt key west, key west hyatt
LOCATION
United StatesFloridaFlorida KeysKey West
NUMBER OF ROOMS
93
Prices are the average nightly price provided by our partners and may not include all taxes and fees. Taxes and fees that are shown are estimates only. Please see our partners for more details.
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HYATT VACATION CLUB AT WINDWARD POINTE: UPDATED 2024 Resort Reviews, Price Comparison and 786 Photos (Key West, FL) - Tripadvisor

Frequently Asked Questions about Hyatt Vacation Club at Windward Pointe
Which popular attractions are close to Hyatt Vacation Club at Windward Pointe?
Nearby attractions include Key West Butterfly and Nature Conservatory (4.6 km), The Ernest Hemingway Home and Museum (4.9 km), and Mallory Square (5.7 km).
What are some of the property amenities at Hyatt Vacation Club at Windward Pointe?
Some of the more popular amenities offered include free wifi, a pool, and a lounge.
Which room amenities are available at Hyatt Vacation Club at Windward Pointe?
Top room amenities include a kitchenette, air conditioning, and a flat screen TV.
What food & drink options are available at Hyatt Vacation Club at Windward Pointe?
Guests can enjoy a lounge, a poolside bar, and barbeque facilities during their stay.
Is parking available at Hyatt Vacation Club at Windward Pointe?
Yes, free parking is available to guests.
What are some restaurants close to Hyatt Vacation Club at Windward Pointe?
Conveniently located restaurants include Red Shoe Island Bistro, The Breakfast Club, Too, and Hot Tin Roof.
Are there opportunities to exercise at Hyatt Vacation Club at Windward Pointe?
Yes, guests have access to a pool during their stay.
Are any cleaning services offered at Hyatt Vacation Club at Windward Pointe?
Yes, laundry service and self serve laundry are offered to guests.
Which languages are spoken by the staff at Hyatt Vacation Club at Windward Pointe?
The staff speaks multiple languages, including English and Spanish.
Are there any historical sites close to Hyatt Vacation Club at Windward Pointe?
Many travellers enjoy visiting Truman Little White House (5.6 km), Key West Garden Club (3.4 km), and West Martello Tower (3.7 km).
Does Hyatt Vacation Club at Windward Pointe have any great views?
Yes, guests often enjoy the ocean view available here.
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