Christmas Timeshare Rentals
Christmas falls annually on December 25. Typically schools and businesses are closed for multiple days between Christmas Eve and New Year's Day to allow for travel and celebrations.
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Voted Top Pick 2025
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Dec 20–27, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,290 ($470/night)
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Voted Top Pick 2025
Marriott's Waiohai Beach Club
Koloa, Hawaii- Dec 19–26, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,412 ($630/night)
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Voted Top Pick 2025
Marriott's Waiohai Beach Club
Koloa, Hawaii- Dec 19–26, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,412 ($630/night)
Hilton Vacation Club Kaanapali Beach
Lahaina, Hawaii- Dec 24–28, 2025 (4 nights)
- 1 bed/1 bath, sleeps 4
- $1,330 ($332/night)
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Aulani, a Disney Resort & Spa
Kapolei, Hawaii- Dec 22–28, 2025 (6 nights)
- Studio/1 bath, sleeps 4
- $3,949 ($658/night)
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Voted Top Pick 2025
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Dec 20–27, 2025 (7 nights)
- 1 bed/2 bath, sleeps 4
- $4,380 ($626/night)
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Voted Top Pick 2025
Marriott's Waiohai Beach Club
Koloa, Hawaii- Dec 24–26, 2025 (2 nights)
- 2 bed/2 bath, sleeps 8
- $2,205 ($1,102/night)
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Club Wyndham Bali Hai Villas
Princeville, Hawaii- Dec 20–27, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $944 ($135/night)
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Grand Waikikian by Hilton Grand Vacations
Honolulu, Hawaii- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $7,655 ($1,094/night)
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Marriott's Kauai Beach Club
Lihue, Hawaii- Dec 20–27, 2025 (7 nights)
- Studio/1 bath, sleeps 2
- $3,508 ($501/night)
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Marriott's Kauai Beach Club
Lihue, Hawaii- Dec 21–28, 2025 (7 nights)
- 1 bed/2 bath, sleeps 4
- $4,053 ($579/night)
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Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Dec 22–26, 2025 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,986 ($496/night)
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Voted Top Pick 2025
Marriott's Waiohai Beach Club
Koloa, Hawaii- Dec 19–26, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,366 ($767/night)
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Marriott's Kauai Beach Club
Lihue, Hawaii- Dec 20–27, 2025 (7 nights)
- 1 bed/2 bath, sleeps 4
- $3,840 ($549/night)
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Voted Top Pick 2025
Marriott's Waiohai Beach Club
Koloa, Hawaii- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,493 ($642/night)
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Marriott's Kauai Beach Club
Lihue, Hawaii- Dec 21–28, 2025 (7 nights)
- 1 bed/2 bath, sleeps 4
- $2,859 ($408/night)
Marriott's Kauai Beach Club
Lihue, Hawaii- Dec 20–26, 2025 (6 nights)
- 2 bed/2 bath, sleeps 6
- $4,211 ($702/night)
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Voted Top Pick 2025
Lagoon Tower by Hilton Grand Vacations
Honolulu, Hawaii- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,930 ($704/night)
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Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Dec 21–26, 2025 (5 nights)
- Studio/1 bath, sleeps 4
- $1,217 ($243/night)
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Marriott's Kauai Beach Club
Lihue, Hawaii- Dec 19–26, 2025 (7 nights)
- 1 bed/2 bath, sleeps 4
- $4,489 ($641/night)
Grand Waikikian by Hilton Grand Vacations
Honolulu, Hawaii- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,840 ($549/night)
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Sands of Kahana Vacation Club
Lahaina, Hawaii- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,532 ($362/night)
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Marriott's Waikoloa Ocean Club
Waikoloa Village, Hawaii- Dec 19, 2025 – Jan 2, 2026 (14 nights)
- 1 bed/1 bath, sleeps 4
- $4,385 ($313/night)
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The Point at Poipu
Koloa, Hawaii- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,731 ($533/night)
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The Point at Poipu
Koloa, Hawaii- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,622 ($517/night)
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Hilton Vacation Club Kaanapali Beach
Lahaina, Hawaii- Dec 23–30, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,404 ($486/night)
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Hilton Vacation Club Kaanapali Beach
Lahaina, Hawaii- Dec 21–28, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,968 ($424/night)
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Hilton Vacation Club Kaanapali Beach
Lahaina, Hawaii- Dec 20–27, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,948 ($564/night)
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Marriott's Kauai Beach Club
Lihue, Hawaii- Dec 22–27, 2025 (5 nights)
- Studio/1 bath, sleeps 2
- $1,330 ($266/night)
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Voted Top Pick 2025
Lagoon Tower by Hilton Grand Vacations
Honolulu, Hawaii- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,494 ($642/night)
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Voted Top Pick 2025
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 20, 2025 – Jan 3, 2026 (14 nights)
- 1 bed/1 bath, sleeps 4
- $9,835 ($702/night)
Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,731 ($533/night)
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Voted Top Pick 2025
Lagoon Tower by Hilton Grand Vacations
Honolulu, Hawaii- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $6,560 ($937/night)
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Voted Top Pick 2025
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,930 ($704/night)
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The Cliffs at Princeville
Princeville, Hawaii- Dec 19–26, 2025 (7 nights)
- 4 bed/4 bath, sleeps 10
- $4,222 ($603/night)
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Marriott's Kauai Lagoons - Kalanipu'u
Lihue, Hawaii- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,167 ($595/night)
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Club Wyndham Bali Hai Villas
Princeville, Hawaii- Dec 20–27, 2025 (7 nights)
- 1 bed/2 bath, sleeps 4
- $1,987 ($284/night)
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Paniolo Greens
Waikoloa Village, Hawaii- Dec 20–26, 2025 (6 nights)
- 2 bed/1 bath, sleeps 6
- $1,054 ($176/night)
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WorldMark Kihei Resort
Kihei, Hawaii- Dec 21–28, 2025 (7 nights)
- Studio/1 bath, sleeps 2
- $3,069 ($438/night)
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Kings' Land by Hilton Grand Vacations
Waikoloa Village, Hawaii- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,840 ($549/night)
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Kings' Land by Hilton Grand Vacations
Waikoloa Village, Hawaii- Dec 20–27, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,222 ($603/night)
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Kuhio Banyan Club
Honolulu, Hawaii- Dec 21–28, 2025 (7 nights)
- Studio/1 bath, sleeps 2
- $832 ($119/night)
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Kings' Land by Hilton Grand Vacations
Waikoloa Village, Hawaii- Dec 20–27, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,123 ($303/night)
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Maui Bay Villas by Hilton Grand Vacations
Kihei, Hawaii- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,513 ($502/night)
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Kings' Land by Hilton Grand Vacations
Waikoloa Village, Hawaii- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,731 ($533/night)
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Voted Top Pick 2025
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,020 ($860/night)
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Kings' Land by Hilton Grand Vacations
Waikoloa Village, Hawaii- Dec 19–27, 2025 (8 nights)
- 1 bed/1 bath, sleeps 4
- $1,660 ($208/night)
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Kahana Villa Resort
Lahaina, Hawaii- Dec 19–26, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,532 ($362/night)