Hyatt Windward Pointe Resort

Key West, Florida

Hyatt Windward Pointe Resort

Key West, Florida

Timeshare rentals

$279 - $2,300 /night

Starting at $279 /night

View all timeshare rentals

Timeshare resales

$998 - $24,000

Starting at $998

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 →

31 Rentals from $279/night 37 Resales from $998


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

Stayed at Hyatt Windward Pointe Resort recently? Let us know of resort details we should update.

Resort Reviews (68) Add review

4.7

out of 5
  • 5

    (106)

  • 4

    (14)

  • 3

    (3)

  • 2

    (2)

  • 1

    (2)

  • Resort location
  • Staff/Service
  • Cleanliness
  • Sleep comfort
  • Tranquil setting, lush gardens and spacious modern accommodations

    By robertw1707 Updated Dec 23, 2022
    Helpful? 1 0
  • Right by the airport , only 3.5 miles from downtown Key West and wonderful view of the Atlantic Ocean, this resort has it all!

    By maryannl52 Updated Dec 23, 2022
    Helpful? 1 0

Questions & Answers (7)

There is a wonderful walking or jogging path directly across fromWindward... Read more »
Stephen H. answered Jan 30, 2024
Helpful?   1 0 Report
No rollaway beds are available.
Stephen H. answered Feb 15, 2024
Helpful?   1 0 Report

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

$279 - $2,300 /night

View all timeshare rentals

Timeshare Resales

$998 - $24,000

View all timeshare resales

Own a timeshare at Hyatt Windward Pointe Resort?

Timeshare Rentals

Timeshares for rent at Hyatt Windward Pointe Resort

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Dates Nights Price Room Sleeps View  
Oct 19, 2024 – Oct 26, 2024 10/19/24–10/26/24
New!
7 nights $5,999 ($857/night) Room: 
2 Bedroom Condominium
Sleeps: 6 View: Varies View Book
Jan 5, 2025 – Jan 12, 2025 01/05/25–01/12/25 Verified & Protected
New!
7 nights $4,499 ($643/night) Room: 
2 Bedroom Condominium
Sleeps: 6 View: Partial ocean view View Book
Oct 20, 2024 – Oct 27, 2024 10/20/24–10/27/24 Verified & Protected
New!
7 nights $3,500 ($500/night) Room: 
2 Bedroom Condominium
Sleeps: 6 View: Partial ocean view View Book
Feb 1, 2025 – Feb 8, 2025 02/01/25–02/08/25 RedWeek Verified
7 nights $2,400 ($343/night) Room: 
2 Bedroom Condominium
Sleeps: 6 View: Partial ocean view Rented!
May 26, 2024 – May 30, 2024 05/26/24–05/30/24 RedWeek Verified
New!
4 nights $1,600 ($400/night) Room: 
2 Bedroom Condominium
Sleeps: 6 View: Partial ocean view View posting

Timeshare Resales

Timeshares for sale at Hyatt Windward Pointe Resort

Add a posting
  1. Error
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Price (Maint. fee) Week (Season) Use Type Room Sleeps View  
Price: $3,500 Maint. fee: $1,979 RedWeek Verified
New!
Week: 32 Use: Annual Ownership: Deed Room: 
2 Bedroom Condominium
Sleeps: 6 View: Varies View posting
Price: $9,900 Maint. fee: $1,981 RedWeek Verified
New!
Week: 8 Use: Annual Ownership: Deed Room: 
2 Bedroom Condominium
Sleeps: 6 View: Varies View posting
Price: $5,500 Maint. fee: $1,981
Week: 3 (high) Use: Annual Ownership: Deed Room: 
2 Bedroom Condominium
Sleeps: 6 View: Partial ocean view Sold!
Price: $4,000 Maint. fee: $1,979
Week: 20 (high) Use: Annual Ownership: Deed Room: 
2 Bedroom Condominium
Sleeps: 6 View: Varies View posting
Price: $7,888 Maint. fee: $1,970
Week: 51 (high) Use: Annual Ownership: Deed Room: 
2 Bedroom Condominium
Sleeps: 6 View: Partial ocean view View posting

Points/Credits for sale

System Postings Available Price
P Hyatt Vacation Club 27 500 - 300,000 $88 - $27,550 View all