Winter Timeshare Rentals
Winter getaways are always popular, making now the perfect time to secure exclusive timeshare deals for your seasonal escape! Whether you're dreaming of a snowy mountain retreat or a warm-weather getaway, these timeshare rentals offer the perfect setting to make your winter vacation unforgettable.
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Club Wyndham Bali Hai Villas
Princeville, Hawaii- Dec 1–8, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,295 ($471/night)
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Club Wyndham Bali Hai Villas
Princeville, Hawaii- Dec 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,295 ($471/night)
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Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Dec 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,347 ($907/night)
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Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Dec 5–12, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $1,925 ($275/night)
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Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Dec 6–13, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $3,807 ($544/night)
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Hanalei Bay Resort
Princeville, Hawaii- Dec 6–13, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $2,205 ($315/night)
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Club Wyndham Bali Hai Villas
Princeville, Hawaii- Dec 6–12, 2026 (6 nights)
- 2 bed/2 bath, sleeps 6
- $2,641 ($440/night)
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Club Wyndham Bali Hai Villas
Princeville, Hawaii- Dec 7–10, 2026 (3 nights)
- 2 bed/2 bath, sleeps 6
- $1,198 ($399/night)
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Club Wyndham Bali Hai Villas
Princeville, Hawaii- Dec 7–20, 2026 (13 nights)
- 2 bed/2 bath, sleeps 6
- $6,173 ($475/night)
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Club Wyndham Bali Hai Villas
Princeville, Hawaii- Dec 8–15, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,295 ($471/night)
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Club Wyndham Bali Hai Villas
Princeville, Hawaii- Dec 9–17, 2026 (8 nights)
- 2 bed/2 bath, sleeps 6
- $3,687 ($461/night)
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Club Wyndham Bali Hai Villas
Princeville, Hawaii- Dec 9–16, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,295 ($471/night)
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Club Wyndham Bali Hai Villas
Princeville, Hawaii- Dec 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,295 ($471/night)
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Club Wyndham Bali Hai Villas
Princeville, Hawaii- Dec 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,295 ($471/night)
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Club Wyndham Bali Hai Villas
Princeville, Hawaii- Dec 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,859 ($408/night)
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Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Dec 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,510 ($930/night)
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Club Wyndham Bali Hai Villas
Princeville, Hawaii- Dec 12–17, 2026 (5 nights)
- 2 bed/2 bath, sleeps 6
- $1,952 ($390/night)
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The Cliffs at Princeville
Princeville, Hawaii- Dec 12–19, 2026 (7 nights)
- 1 bed/2 bath, sleeps 6
- $4,031 ($576/night)
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Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Dec 12–19, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,294 ($471/night)
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Club Wyndham Bali Hai Villas
Princeville, Hawaii- Dec 12–17, 2026 (5 nights)
- 2 bed/2 bath, sleeps 6
- $2,249 ($450/night)
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Club Wyndham Bali Hai Villas
Princeville, Hawaii- Dec 13–17, 2026 (4 nights)
- 2 bed/2 bath, sleeps 6
- $1,594 ($398/night)
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Club Wyndham Bali Hai Villas
Princeville, Hawaii- Dec 13–17, 2026 (4 nights)
- 2 bed/2 bath, sleeps 6
- $1,383 ($346/night)
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Club Wyndham Bali Hai Villas
Princeville, Hawaii- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,859 ($408/night)
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Club Wyndham Bali Hai Villas
Princeville, Hawaii- Dec 13–16, 2026 (3 nights)
- 2 bed/2 bath, sleeps 6
- $1,198 ($399/night)
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Hanalei Bay Resort
Princeville, Hawaii- Dec 13–20, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $2,314 ($331/night)
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Club Wyndham Bali Hai Villas
Princeville, Hawaii- Dec 13–16, 2026 (3 nights)
- 2 bed/2 bath, sleeps 6
- $1,039 ($346/night)
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Club Wyndham Bali Hai Villas
Princeville, Hawaii- Dec 13–19, 2026 (6 nights)
- 2 bed/2 bath, sleeps 6
- $2,641 ($440/night)
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Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Dec 13–20, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,840 ($549/night)
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Club Wyndham Bali Hai Villas
Princeville, Hawaii- Dec 13–19, 2026 (6 nights)
- 2 bed/2 bath, sleeps 6
- $2,292 ($382/night)
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Club Wyndham Bali Hai Villas
Princeville, Hawaii- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,295 ($471/night)
Verified & Protected
Club Wyndham Bali Hai Villas
Princeville, Hawaii- Dec 14–19, 2026 (5 nights)
- 2 bed/2 bath, sleeps 6
- $2,249 ($450/night)
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Club Wyndham Bali Hai Villas
Princeville, Hawaii- Dec 14–19, 2026 (5 nights)
- 2 bed/2 bath, sleeps 6
- $1,952 ($390/night)
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Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Dec 14–21, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,350 ($907/night)
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Club Wyndham Bali Hai Villas
Princeville, Hawaii- Dec 15–23, 2026 (8 nights)
- 2 bed/2 bath, sleeps 6
- $3,199 ($400/night)
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Club Wyndham Bali Hai Villas
Princeville, Hawaii- Dec 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,859 ($408/night)
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Club Wyndham Bali Hai Villas
Princeville, Hawaii- Dec 17–23, 2026 (6 nights)
- 2 bed/2 bath, sleeps 6
- $2,519 ($420/night)
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The Cliffs at Princeville
Princeville, Hawaii- Dec 18, 2026 – Jan 1, 2027 (14 nights)
- 1 bed/2 bath, sleeps 8
- $7,655 ($547/night)
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The Cliffs at Princeville
Princeville, Hawaii- Dec 18–25, 2026 (7 nights)
- 4 bed/4 bath, sleeps 12
- $7,655 ($1,094/night)
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Club Wyndham Bali Hai Villas
Princeville, Hawaii- Dec 18–23, 2026 (5 nights)
- 2 bed/2 bath, sleeps 6
- $2,179 ($436/night)
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Club Wyndham Shearwater
Princeville, Hawaii- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,641 ($377/night)
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Club Wyndham Bali Hai Villas
Princeville, Hawaii- Dec 19–24, 2026 (5 nights)
- 2 bed/2 bath, sleeps 6
- $1,952 ($390/night)
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Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,274 ($1,039/night)
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Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Dec 19–26, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $3,840 ($549/night)
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Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Dec 19–26, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $6,565 ($938/night)
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Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,214 ($1,031/night)
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Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,835 ($1,405/night)
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Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Dec 19–26, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $5,938 ($848/night)
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Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,647 ($1,092/night)