Hyatt Windward Pointe Resort
Key West, Florida
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Hyatt Windward Pointe Resort Timeshare rentals
« Back to resort25 rentals from $354/night
Dec 21–28, 2025
7 Nights
RedWeek Verified
2 Bedroom Condominium, Partial ocean view
Sleeps: 6
$321/night
$2,478 before tax
Mar 21–28, 2026
7 Nights
RedWeek Verified
2 Bedroom Condominium, Partial ocean view
Sleeps: 6
$414/night
$3,186 before tax
Mar 21–28, 2026
7 Nights
Verified & Protected
New!
$395/night
$3,039 before tax
Mar 22–29, 2026
7 Nights
Verified & Protected
$514/night
$3,949 before tax
Mar 28 – Apr 4, 2026
7 Nights
2 Bedroom Condominium
Sleeps: 6
$420/night
$3,230 before tax
Mar 31 – Apr 4, 2026
4 Nights
Verified & Protected
New!
$412/night
$1,824 before tax
Apr 4–11, 2026
7 Nights
RedWeek Verified
2 Bedroom Condominium, Partial ocean view
Sleeps: 6
$395/night
$3,039 before tax
Apr 7–11, 2026
4 Nights
2 Bedroom Condominium
Sleeps: 6
$312/night
$1,384 before tax
Apr 12–16, 2026
4 Nights
New!
Sleeps: 6
$725/night
$3,186 before tax
Apr 18–25, 2026
7 Nights
RedWeek Verified
2 Bedroom Condominium, Partial ocean view
Sleeps: 6
$314/night
$2,423 before tax
Apr 18–25, 2026
7 Nights
Verified & Protected
New!
$400/night
$3,077 before tax
Apr 27 – May 2, 2026
5 Nights
Verified & Protected
$320/night
$1,769 before tax
May 17–24, 2026
7 Nights
Verified & Protected
New!
Sleeps: 6
$357/night
$2,749 before tax
May 23–30, 2026
7 Nights
Verified & Protected
Sleeps: 6
$357/night
$2,750 before tax
May 31 – Jun 7, 2026
7 Nights
Verified & Protected
Sleeps: 6
$375/night
$2,886 before tax
Jun 13–20, 2026
7 Nights
Verified & Protected
Sleeps: 6
$457/night
$3,512 before tax
Jun 20–27, 2026
7 Nights
RedWeek Verified
2 Bedroom Condominium
Sleeps: 6
$457/night
$3,512 before tax
Jun 27 – Jul 4, 2026
7 Nights
New!
Sleeps: 6
$454/night
$3,486 before tax
Jun 27 – Jul 4, 2026
7 Nights
Verified & Protected
Sleeps: 6
$457/night
$3,512 before tax
Jun 28 – Jul 5, 2026
7 Nights
New!
Sleeps: 6
$471/night
$3,622 before tax
Jul 26 – Aug 2, 2026
7 Nights
Verified & Protected
New!
Sleeps: 6
$371/night
$2,859 before tax
Jul 26 – Aug 2, 2026
7 Nights
Verified & Protected
New!
$375/night
$2,886 before tax
Jul 26 – Aug 2, 2026
7 Nights
Verified & Protected
$379/night
$2,914 before tax
Oct 11–18, 2026
7 Nights
Verified & Protected
$400/night
$3,077 before tax
Oct 18–25, 2026
7 Nights
New!
Sleeps: 6
$600/night
$4,603 before tax
Oct 24–31, 2026
7 Nights
Verified & Protected
New!
$343/night
$2,641 before tax
Oct 31 – Nov 7, 2026
7 Nights
New!
Sleeps: 6
$500/night
$3,840 before tax
Dec 20–24, 2026
4 Nights
Verified & Protected
New!
Sleeps: 6
$425/night
$1,878 before tax
Dec 20–27, 2026
7 Nights
Verified & Protected
New!
$614/night
$4,712 before tax
Dec 26, 2026 – Jan 2, 2027
7 Nights
Verified & Protected
New!
$536/night
$4,111 before tax
Dec 26, 2026 – Jan 2, 2027
7 Nights
RedWeek Verified
2 Bedroom Condominium
Sleeps: 6
$500/night
$3,840 before tax
Jan 5–9, 2027
4 Nights
Verified & Protected
New!
$412/night
$1,824 before tax
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