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Hyatt Windward Pointe Resort

Timeshare Rentals

9 rentals: $186 - $523 per night
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Timeshare Resales

25 resales: $2,900 - $15,999
points/credits from $5.864/ea
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Hyatt Windward Pointe Resort

User Rating:
4.5 out of 5 / 7 reviews (rate it)


Situated on the Atlantic Ocean, the property captures Key West style with modern convenience. Conveniently located near Key West Int'l airport and only a short distance to beaches, shopping and more. A series of residential vacation destinations designed exclusively for our members and available to you on a nightly or weekly basis.

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Hyatt Windward Pointe Resort
3675 South Roosevelt Boulevard
Key West, Florida 33040
Features & Amenities


  • ClubHouse
  • Handicap Accessible Units
  • Laundry Room
  • Outdoor Pool
  • Video Rentals
  • Whirlpool/Hot Tub


  • Bar
  • Biking
  • Boating
  • Car Rental
  • Fishing
  • Golf
  • Grocery Store
  • Health Club
  • Playground Area
  • Restaurant
  • Scuba Diving
  • Shopping Area
  • Tennis
  • Water Skiing

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Member Reviews
  • Overall Rating: 5 out of 5
  • Avatar for cathyb182
  • User: cathyb182

I love Windward Pointe for it's luxuriously appointed 2 bedroom/2 bath suites, relaxing amenities and especially for it's location away from all the hullabaloo of downtown Key West. After all the partying is over, I want to head back to Windward Pointe for quiet relaxation - until the next day's revels begin again!

The Key West airport is adjacent to this property, but only small planes fly in and out and, frankly, my husband and I enjoy watching them come & go. Very convenient if you choose to fly into Key West rather than driving thru the other Keys! I've stayed here several times and the street traffic has never been an annoyance to me or my family, whether out on the grounds or inside the unit - however, my preference has always been to be a bit farther away than the units closest to the street.

The poolside snack bar is wonderful and they have drink and appetizer specials every evening. There are also grills available if you want to cook your own steaks or freshly-caught seafood.

Every unit has a lovely view of the Atlantic Ocean and the superbly landscaped grounds of the resort. The rooms are furnished beautifully and include full-sized kitchens with gorgeous cabinetry and granite tops. The covered veranda is very large and has a dining table & chairs plus 2 comfy rocking chairs. A lighted ceiling fan provides breezes on demand. We loved breakfast on the veranda and playing cards into the night after coming back from out on the town.

I look forward to visiting Hyatt's Windward Pointe again!

  • Overall Rating: 5 out of 5
  • Avatar for davidh811
  • User: davidh811
  • Updated: Jul 27, 2009

We stayed at this place last year and had a great time. Yes, you are close to the highway which runs the permiter of the island, but most of the mopeds are rentals and when the sun goes down it just isn't as noisy as durning the day could be. Most are tourists like you, just enjoying the sights that make up Key West.

Have some fun and go to a resturant called "CAROLINES" on Duval Street (parking can be found off the center street of Duval). It is an open air place serving great hamburgers-hand made and cooked to order, and while you wait, watch the people who make the Key West nightlife memorable. Take time (sunset only) to see Mallory Dock (where the cruise lines come in-which are not there for the sunset). The locals have some great shows for all to see and have a time schedule that allows you to walk up and down the dock to see them all. Check online for museums, and attraction tickets. There are some great purchase specials to be found.

If you want to see the Dry Tortougas this is the place to go from. You can fly, but we enjoyed going by boat, which included a continental breakfast, tour, lunch, snack, and (depending on weather) about 2 hours to snorkel the island; the boat will provide snorkel gear in advance of departing Key West. Camping is allowed on the Tortougas, but check with the National Park Service about timing and restrictions.

For those that want lobster: the Florida Lobster Season starts August 6th, 2009. Check online for limits, and licensings requirements. If you are brave and want to catch your own lobster, take a recreational SCUBA diving course from a local diving instructor, and they will take you out and help you catch you own meal. They also know which resturants will cook your catch for you.

  • Overall Rating: 5 out of 5
  • Avatar for ronald118
  • User: ronald118

Hyatt Windward Pointe Resort is one of three ingenuous Hyatt properties within Key West. Those guests who have matured beyond adolescence will appreciate the location away from the hordes in town center. Most properties offer a splendid view of the Atlantic. Bear in mind that there is a noisy 4 lane highway separating the property from the Atlantic. The endless motorcycles and mopeds cruising Key West soon become an annoyance.

Hyatt Windward Pointe Resort is a premier property. Hyatt clearly dealt a knock-out punch to Marriott with all three properties. If one is thinking about adding a Hyatt Key West timeshare to the stable, be certain to visit/exchange into all three Hyatts. All three are sophisticated elegance, but different clients will observe three different environments.

  • Overall Rating: 5 out of 5
  • Avatar for ralphd9
  • User: ralphd9

This is a beautiful Hyatt resort that is relatively new and has great views of the ocean. The rooms are decorated in "Hemingway" style like Old Key West. It's only minutes by car or bike from Duval Street so it's nice and private. Very relaxing!!

  • Overall Rating: 5 out of 5
  • Avatar for debra664
  • User: debra664

The most spectacular views of the Atlantic! The resort has beautifully decorated and spacious units with large verandas, a great pool, lovely landscaped grounds and very accommodating staff.

Located on the south side of the island, away from the crowds, yet only 5-10 minutes from all Key West activities and entertainment. It was difficult to leave the tranquility behind.

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