Hyatt Windward Pointe Resort

Key West, Florida

Hyatt Windward Pointe Resort

Key West, Florida

Timeshare rentals

$286 - $571 /night

Starting at $286 /night

View all timeshare rentals

Timeshare resales

$888 - $9,999

Starting at $888

View all timeshare resales

Timeshare Owner?

Post your timeshare at Hyatt Windward Pointe Resort for rent or sale in less than five minutes!

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.

Room Types

All rooms are identical at Hyatt Windward Pointe Resort:

2 Bedroom Condominium

2 Bathrooms, Full kitchen, Sleeps 6

Room Details →

29 Rentals from $286/night 27 Resales from $888


Features & Amenities

On-Site Features & Amenities

  • Accessible units
  • Bar
  • Clubhouse
  • Internet access
  • Movie rentals
  • Outdoor pool
  • Restaurant
  • Sauna
  • Shared laundry facilities
  • Whirlpool/hot tub

Nearby Attractions

  • Boating
  • Drug store
  • Fishing
  • Fitness center
  • Golf
  • Grocery store
  • Hiking
  • Live entertainment
  • Medical facilities
  • Playground area
  • River
  • Scuba diving
  • Shopping area
  • Spa services
  • Tennis
  • Water skiing
  • Wind surfing

Policies

  • No Pets
  • No Smoking
  • Minimum check-in age: 21
  • Check-in time: 4:00 PM
  • Check-out time: 10:00 AM

Recently stayed at Hyatt Windward Pointe Resort? Share any resort updates we should know about.

4.8 out of 5
  • 5

    (165)

  • 4

    (14)

  • 3

    (3)

  • 2

    (2)

  • 1

    (2)

  • Resort location
  • Staff/Service
  • Cleanliness
  • Sleep comfort
  • One of the most highly rated resorts in Key West per Travel Advisor. Stunning views of the ocean and an amazingly beautiful and very...

    Read more »

    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

Questions & Answers

There is a wonderful walking or jogging path directly across from Windward...

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There is a wonderful walking or jogging path directly across from Windward Pointe. It goes for several miles. All concrete and level. All are directly on the Atlantic and totally unobstructed views. The best beach in the area is about 1/4 to1/2 mile away. Currently, there is some road construction at the beach area but ample parking across the street from the beach or a pleasant walk from Windward Pointe.

Stephen H. answered Jan 30, 2024

While the resort is oceanfront and offers beautiful views of the Atlantic, it...

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While the resort is oceanfront and offers beautiful views of the Atlantic, it is separated from the water by a seawall. The property is on the water, but there is no direct sandy beach access for swimming from the resort itself. The closest Beach is Smathers Beach, the largest white sand beach in Key West, is located nearby, typically described as a short walk or a very short drive (roughly 1.2 miles) away.

Dotti P. answered Mar 20, 2026

See more discussions in the Hyatt Windward Pointe Resort forum →


Map & Address

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

Timeshare Rentals

$286 - $571 /night

View all timeshare rentals

Timeshare Resales

$888 - $9,999

View all timeshare resales

Own a timeshare at Hyatt Windward Pointe Resort?

Timeshare Rentals

Timeshares for rent at Hyatt Windward Pointe Resort

Feb 27 – Mar 6, 2027 7 Nights
New!
$415/night $3,191 before tax
Dec 13–17, 2026 4 Nights
New!
$425/night $1,878 before tax
Feb 21 – Mar 6, 2027 13 Nights
Verified & Protected
New!
$408/night $5,802 before tax
Jan 10–17, 2027 7 Nights
New!
$400/night $3,077 before tax
Oct 17–24, 2026 7 Nights
Verified & Protected
New!
$571/night $4,385 before tax

Timeshare Resales

Timeshares for sale at Hyatt Windward Pointe Resort

Week: 19 (high)
Use: Annual, Type: Deed
New!
Price: $1,998
Maint. fee: $2,064
Week: 50 (high)
Use: Odd Years, Type: Deed
New!
Price: $1,298
Maint. fee: $2,214
Week: 8 (high)
Use: Annual, Type: Deed
Price: $6,500
Maint. fee: $2,067
Week: 14 (high)
RedWeek Verified
Use: Annual, Type: Deed
Price: $9,500
Maint. fee: $2,081
Week: 20 (high)
RedWeek Verified
Use: Annual, Type: Deed
Price: $3,500
Maint. fee: $2,081

Points/Credits for sale

Hyatt Vacation Club
Postings: 47
Available: 640 - 240,000
$1 - $39,900
Marriott Vacation Club Destinations
Postings: 347
Available: 200 - 148,100
$1 - $61,250