Rental R1447107

Hyatt Windward Pointe Resort

Key West, Florida

7 nights

  • Check-in:
    Sat, Aug 15, 2026
  • Check-out:
    Sat, Aug 22, 2026

$300/night

$2,314 before tax
  • 7-night stay
  • Check-in: Sat, Aug 15, 2026
  • Check-out: Sat, Aug 22, 2026
  • Cancellation policy: Moderate  
Cancellation policy: Moderate  

Rental R1447107

Hyatt Windward Pointe Resort

Key West, Florida
    • 2 Bedrooms
    • Sleeps 6
    • Beds 1 King, 1 Queen, 1 Sofa bed
  • 2 Bathrooms
  • Full kitchen

Unit Details

  • Sleeps 6
  • 1 King, 1 Queen, 1 Sofa bed
  • 2 Bathrooms
  • Full kitchen
  • Building/Unit: Unassigned
  • View: Partial ocean view
Posting details
About the Resort
Resort Reviews (108)
  • Kitchen

    • Coffee maker
    • Dishwasher
    • Microwave
    • Oven
    • Refrigerator (full-size)
    • Stovetop

    Entertainment

    • DVD player
    • Internet access
    • Telephone
    • TV

    Features

    • Air conditioning
    • Patio or balcony
    • Washer and dryer (in-unit)
    • Whirlpool tub

    Policies

    • No pets
    • No smoking
    • Minimum check-in age: 21
    While the resort is across the street from the ocean, some units may have obstructed views of the ocean.
    A resort fee of approximately $29/day may apply. Additionally, a portfolio fee of approximately $80 may apply.
    Units received may differ from those depicted in photos. Amenities and bedding may vary.
    Resort will be undergoing an enhancement project from May of 2026 through August of 2026. During this time, guests may experience limited-view obstructions if located in building under renovation. Additionally, anticipate minor construction noise between the hours of 9AM to 5PM.

    This is a RedWeek.com full-service rental with booking protection. Key details have been verified, and all inquiries and bookings will be handled by the RedWeek full-service team.

    Contact us with questions, or book online with your credit card. You will receive your final confirmation within 5 days.

    Interested in this posting?

    Request to Book
  • Hyatt Windward Pointe Resort

    Key West, Florida

    Set along the Atlantic Ocean, Hyatt Windward Pointe Resort blends the laid-back Key West style with a modern, upscale resort ambiance. Here is a retreat where you can slow down and forget the rush and stress of your day-to-day life. Bask beside the lushly landscaped pool that gives you the illusion that you’re softly floating on the open sea, grab a snack at Abbey Road poolside sandwich and snack bar or get your blood pumping at the fitness center at site resort Hyatt Key West Resort & Spa.

    All of the ultra-spacious, ultra-plush residences at Hyatt Windward Pointe features two bedrooms - the master bedroom with a king bed and adjoining bath outfitted with a walk-in shower and spa tub, and the guest bedroom with a queen bed. Ocean, pool and courtyard views are available, and everyone is sure to take advantage of the convenience offered by a full kitchen, dining area, living room, TV, fully-furnished balcony and complimentary Wi-Fi access!

    Hyatt Windward Pointe Resort's convenient location puts you just minutes from the free-spirited art, music and entertainment scene of Old Town. Or, head over to nearby Smathers Beach, the biggest white sand beach in Key West to rent windsurfers or go parasailing. The keys are also a haven for anglers - shallow flats, mangrove islands, inland channels and open blue waters offer world-classing fishing opportunities. Hoping to test your skills on the green? You're in luck - Key West Golf Club is located nearby and is the only Caribbean inspired course in the U.S.

    3675 S Roosevelt Blvd
    Key West, Florida 33040
    Accuracy not guaranteed. Contact the resort to confirm the address before making plans.
  • 4.8 out of 5
    • 5

      (165)

    • 4

      (14)

    • 3

      (3)

    • 2

      (2)

    • 1

      (2)

    • Resort location
    • Staff/Service
    • Cleanliness
    • Sleep comfort

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    • One of the most highly rated resorts in Key West per Travel Advisor. Stunning views of the ocean and an amazingly beautiful and very...

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      One of the most highly rated resorts in Key West per Travel Advisor. Stunning views of the ocean and an amazingly beautiful and very large ocean front property. Spacious 2 BR, 2Bath, Sofa Bed, Full Kitchen, Large Patio, Fast Internet. Beautifully landscaped with a very large heated infinity pool and hot tub. Excellent Concierge services. Restaurant onsite with full liquor bar. Free parking with Electric Charging Stations and Boat Parking. Four gas grills with outside tables. Volleyball, pool, ping-pong, shuffleboard, etc.

      By steved735 Updated Dec 23, 2022
      Helpful? 2 0
    • Our favorite Hyatt resort in KW! Two bedroom two bath and pull out couch to sleep 6. Full kitchen . Gorgeous grounds, pool and large...

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      Our favorite Hyatt resort in KW! Two bedroom two bath and pull out couch to sleep 6. Full kitchen . Gorgeous grounds, pool and large outside porch overlooking the Atlantic. Walk or bike ride to Smathers beach. Not too close, not to far (1.5-2 miles)from the must-do craziness downtown but the most comfortable way to enjoy the entire beauty of KW. Rent a bike and explore the town with ease. On site bar with a terrific menu. Fantasy fest week is a must for everyone’s bucket list!

      By lindad1062 Updated Dec 23, 2022
      Helpful? 2 0
    • We stayed at the Windward Pointe over Christmas week last year and found it delightful. KW is very busy this time of year so staying away...

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      We stayed at the Windward Pointe over Christmas week last year and found it delightful. KW is very busy this time of year so staying away from downtown (Malory Square) was a real benefit. You are only 4 miles away from Malory Square so when you want to shop or drink or whatever you are there in a few minutes. The resort only has 80 units so it is peaceful and quiet. One of the best things about WP is Abby Road. This is a little open air shop next to the pool where you can get a drink, a snack or breakfast or lunch. Super convenience and not found elsewhere in a resort this small. There are two great restaurants next door. Very convenient for nights you don’t want you head into town. We did our research and never ate at the same restaurant twice. The pool and grounds around it are in perfect shape. Very easy to find a quiet spot to read and relax. They call it Windward Pointe for a reason. There was always a nice ocean breeze coming off the ocean. Every morning the wife and I would walk or jog along the ocean down to the state park for our morning walk. What a wonderful way to start the day. Yes, you are next to the airport but we didn’t find it a problem. There is so much to see and do in KW and nearby Keys its hard to list them all. We really enjoyed Harry Truman’s little White House. It’s a cool piece of history. Hog’s breath Saloon, Sloppy Joe’s and Malory Square are must see’s. KW changes after the sun goes down so if you are looking for night life head down (or cab) after dark. Soooo many restaurants and bars to choose from. For the most part we liked the quietness of WP and prefer it as our home base. It’s the best of both worlds. We plan on going back.

      By robert5060 Apr 28, 2017
      Helpful? 1 0
    • Oceanfront octagonal deck offering spectacular sunrises and sunsets. Always some shade for relaxation due to the design. First floor...

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      Oceanfront octagonal deck offering spectacular sunrises and sunsets. Always some shade for relaxation due to the design. First floor provides easy access to both the pool area and the street level. Building elevators are never needed. This is an exceptional end unit.

      By cindyl336 May 4, 2025
      Helpful? 1 0
    • Three block walk from the airport. ETW. International access via MIA, FLL, MCO. Car rental at airport or use free shuttle service all...

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      Three block walk from the airport. ETW.

      International access via MIA, FLL, MCO.

      Car rental at airport or use free shuttle service all over the Island.

      Benihana Restaurant next door.

      Bicycle / moped rentals.

      By frankk271 Apr 25, 2025
      Helpful? 1 0
    • The grounds are beautiful and we enjoyed the Tiki bar, pool, hot tub and the balcony views. The interior is very large and accommodated...

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      The grounds are beautiful and we enjoyed the Tiki bar, pool, hot tub and the balcony views. The interior is very large and accommodated our group of 4 nicely. The negative comments would be the that the main bathroom is dated with no door on the bathroom to bedroom and the couch is pretty uncomfortable. We made everything work and enjoyed our stay there.

      By suez52 Feb 28, 2025
      Helpful? 1 0
    • Fantastic place to stay in Key West. Quiet Location - easy to get to the party scene if that is what you are looking for but quiet and...

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      Fantastic place to stay in Key West. Quiet Location - easy to get to the party scene if that is what you are looking for but quiet and relaxing upscale resort to chill out. Great pool with ocean view and bar/grill poolside.

      Rooms are spacious, clean, quiet and fully equipped.

      By roberts1786 Jan 5, 2025
      Helpful? 1 0
    • Amazing resort- so clean, beautiful pool, volleyball, shuffleboard, spectacular ocean views, very large units perfect for families.

      By elizabethw416 Jan 5, 2025
      Helpful? 1 0
    • Great Resort with comfortable rooms and stylish rooms. Only issue we had was having to get into Key West but parking was plentiful and...

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      Great Resort with comfortable rooms and stylish rooms. Only issue we had was having to get into Key West but parking was plentiful and they now have a very reasonable ride service that was great. Would stay here again in a minute.

      By davidg2009 Nov 18, 2024
      Helpful? 1 0
    • A beautiful property with spacious and fabulous two bedroom condominiums. The pool is large and grounds are well maintained and gorgeous....

      Read more »

      A beautiful property with spacious and fabulous two bedroom condominiums. The pool is large and grounds are well maintained and gorgeous. Property includes volley ball, bar-be-que area, shuffle board, Abbey Roads pool side cafe.

      By ritap86 Updated Dec 23, 2022
      Helpful? 1 0

$300/night

$2,314 before tax
  • 7-night stay
  • Check-in: Sat, Aug 15, 2026
  • Check-out: Sat, Aug 22, 2026
  • Cancellation policy: Moderate  
Cancellation policy: Moderate  
  • About the Resort
  • Resort Reviews
  • $300 / night

    Aug 15, 2026 – Aug 22, 2026