Hyatt Windward Pointe Resort
Key West, Florida
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Hyatt Windward Pointe Resort Timeshare rentals
« Back to Hyatt Windward Pointe Resort31 rentals from $225/night
Sep 13–19, 2026
6 Nights
RedWeek Verified
2 Bedroom Condominium, Partial ocean view
Sleeps: 6
$125/night
$832 before tax
Oct 3–10, 2026
7 Nights
Verified & Protected
New!
Sleeps: 6
$275/night
$2,123 before tax
Oct 4–11, 2026
7 Nights
Verified & Protected
Sleeps: 6
$250/night
$1,932 before tax
Oct 11–18, 2026
7 Nights
Verified & Protected
New!
Sleeps: 6
$225/night
$1,742 before tax
Oct 14–21, 2026
7 Nights
RedWeek Verified
2 Bedroom Condominium
Sleeps: 6
$171/night
$1,327 before tax
Oct 17–24, 2026
7 Nights
Verified & Protected
$350/night
$2,696 before tax
Oct 17–24, 2026
7 Nights
Verified & Protected
$399/night
$3,069 before tax
Oct 18–25, 2026
7 Nights
Verified & Protected
$330/night
$2,543 before tax
Oct 18–25, 2026
7 Nights
Verified & Protected
New!
$350/night
$2,696 before tax
Oct 18–25, 2026
7 Nights
Verified & Protected
Sleeps: 6
$325/night
$2,505 before tax
Oct 20–25, 2026
5 Nights
RedWeek Verified
2 Bedroom Condominium, Partial ocean view
Sleeps: 6
$425/night
$2,341 before tax
Oct 31 – Nov 7, 2026
7 Nights
Verified & Protected
New!
$450/night
$3,458 before tax
Nov 1–8, 2026
7 Nights
RedWeek Verified
2 Bedroom Condominium, Ocean view
Sleeps: 6
$400/night
$3,077 before tax
Nov 22–29, 2026
7 Nights
Verified & Protected
New!
Sleeps: 6
$475/night
$3,649 before tax
Nov 22–29, 2026
7 Nights
Verified & Protected
$425/night
$3,268 before tax
Nov 22–26, 2026
4 Nights
Verified & Protected
New!
Sleeps: 6
$459/night
$2,026 before tax
Dec 13–17, 2026
4 Nights
Verified & Protected
Sleeps: 6
$425/night
$1,878 before tax
Dec 20–26, 2026
6 Nights
Verified & Protected
Sleeps: 6
$450/night
$2,968 before tax
Dec 20–27, 2026
7 Nights
Verified & Protected
New!
Sleeps: 6
$450/night
$3,458 before tax
Dec 20–27, 2026
7 Nights
RedWeek Verified
2 Bedroom Condominium, Partial ocean view
Sleeps: 6
$421/night
$3,241 before tax
Dec 26, 2026 – Jan 2, 2027
7 Nights
Verified & Protected
$557/night
$4,276 before tax
Dec 26, 2026 – Jan 2, 2027
7 Nights
RedWeek Verified
2 Bedroom Condominium, Ocean view
Sleeps: 6
$543/night
$4,167 before tax
Dec 26, 2026 – Jan 2, 2027
7 Nights
RedWeek Verified
2 Bedroom Condominium, Partial ocean view
Sleeps: 6
$543/night
$4,167 before tax
Dec 31, 2026 – Jan 3, 2027
3 Nights
Verified & Protected
New!
Sleeps: 6
$527/night
$1,748 before tax
Jan 10–17, 2027
7 Nights
Verified & Protected
$400/night
$3,077 before tax
Jan 17–21, 2027
4 Nights
RedWeek Verified
2 Bedroom Condominium, Partial ocean view
Sleeps: 6
$375/night
$1,660 before tax
Jan 23–30, 2027
7 Nights
RedWeek Verified
2 Bedroom Condominium, Ocean view
Sleeps: 6
$425/night
$3,268 before tax
Jan 30 – Feb 6, 2027
7 Nights
RedWeek Verified
2 Bedroom Condominium
Sleeps: 6
$430/night
$3,306 before tax
Jan 30 – Feb 6, 2027
7 Nights
Verified & Protected
Sleeps: 6
$450/night
$3,458 before tax
Feb 6–13, 2027
7 Nights
Verified & Protected
$450/night
$3,458 before tax
Feb 6–13, 2027
7 Nights
Verified & Protected
New!
Sleeps: 6
$425/night
$3,268 before tax
Feb 7–14, 2027
7 Nights
Verified & Protected
Sleeps: 6
$425/night
$3,268 before tax
Feb 13–20, 2027
7 Nights
Verified & Protected
$450/night
$3,458 before tax
Feb 20–27, 2027
7 Nights
Verified & Protected
New!
$460/night
$3,535 before tax
Feb 21 – Mar 6, 2027
13 Nights
Verified & Protected
$460/night
$6,543 before tax
Feb 27 – Mar 6, 2027
7 Nights
RedWeek Verified
2 Bedroom Condominium, Partial ocean view
Sleeps: 6
$415/night
$3,191 before tax
Feb 27 – Mar 6, 2027
7 Nights
RedWeek Verified
2 Bedroom Condominium, Ocean view
Sleeps: 6
$415/night
$3,191 before tax
Mar 6–13, 2027
7 Nights
Verified & Protected
New!
Sleeps: 6
$460/night
$3,535 before tax
Mar 6–13, 2027
7 Nights
RedWeek Verified
2 Bedroom Condominium, Partial ocean view
Sleeps: 6
$475/night
$3,649 before tax
Mar 7–14, 2027
7 Nights
2 Bedroom Condominium
Sleeps: 6
$450/night
$3,458 before tax
Mar 9–13, 2027
4 Nights
RedWeek Verified
2 Bedroom Condominium
Sleeps: 6
$400/night
$1,769 before tax
Mar 14–20, 2027
6 Nights
Verified & Protected
$375/night
$2,478 before tax
Mar 14–20, 2027
6 Nights
New!
Sleeps: 6
$500/night
$3,295 before tax
Apr 10–17, 2027
7 Nights
Verified & Protected
$450/night
$3,458 before tax
May 2–9, 2027
7 Nights
Verified & Protected
Sleeps: 6
$450/night
$3,458 before tax
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