Christmas Timeshare Rentals in Hawaii
Celebrated each year on December 25, Christmas is the time for family traditions and festive travel. With schools and many businesses closed between Christmas Eve and New Year's Day, the holiday season is perfect for a getaway - whether you're dreaming of a snowy winter wonderland at a ski resort or a sunny beach Christmas with your loved ones!
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 25, 2026 – Jan 1, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,571 ($989/night)
Marriott's Waiohai Beach Club
Koloa, Hawaii- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,214 ($549/night)
Kohala Suites by Hilton Grand Vacations
Waikoloa Village, Hawaii- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,458 ($450/night)
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,748 ($750/night)
Marriott's Kauai Beach Club
Lihue, Hawaii- Dec 25, 2026 – Jan 1, 2027 (7 nights)
- Studio/1 bath, sleeps 3
- $1,550 ($200/night)
The Bay Club at Waikoloa Beach
Waikoloa Village, Hawaii- Dec 25, 2026 – Jan 1, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,458 ($450/night)
Marriott's Kauai Lagoons - Kalanipu'u
Lihue, Hawaii- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,358 ($699/night)
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Dec 23–30, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $4,069 ($530/night)
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Dec 20–27, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $4,717 ($615/night)
Marriott Vacation Club, Waikiki
Honolulu, Hawaii- Dec 23–28, 2026 (5 nights)
- 1 bed/1 bath, sleeps 6
- $3,132 ($570/night)
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Dec 19–26, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,984 ($650/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 24–27, 2026 (3 nights)
- Studio/1 bath, sleeps 2
- $2,150 ($650/night)
Hyatt Vacation Club at Ka'anapali Beach
Lahaina, Hawaii- Dec 19–26, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,222 ($550/night)
Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Dec 19–26, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,649 ($475/night)
Marriott's Kauai Beach Club
Lihue, Hawaii- Dec 20–27, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $1,879 ($243/night)
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Dec 19–26, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $3,649 ($475/night)
Marriott's Waikoloa Ocean Club
Waikoloa Village, Hawaii- Dec 21–26, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $2,745 ($499/night)
Hilton Vacation Club Kaanapali Beach
Lahaina, Hawaii- Dec 21–28, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,123 ($275/night)
WorldMark Kihei Resort
Kihei, Hawaii- Dec 20–27, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,818 ($235/night)
Club Wyndham at Waikiki Beach Walk
Honolulu, Hawaii- Dec 24–27, 2026 (3 nights)
- 2 bed/2 bath, sleeps 6
- $1,380 ($415/night)
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Dec 25, 2026 – Jan 1, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $11,470 ($1,500/night)
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Dec 19–26, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $11,470 ($1,500/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 21–26, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $3,022 ($550/night)
Marriott's Maui Ocean Club - Napili Tower
Lahaina, Hawaii- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $11,470 ($1,500/night)
Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Dec 19, 2026 – Jan 2, 2027 (14 nights)
- Studio/1 bath, sleeps 4
- $3,840 ($250/night)
Maui Lea at Maui Hill
Kihei, Hawaii- Dec 21, 2026 – Jan 2, 2027 (12 nights)
- 1 bed/2 bath, sleeps 4
- $5,244 ($399/night)
Kona Coast Resort
Kailua-Kona, Hawaii- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,512 ($195/night)
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,672 ($609/night)
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Dec 19–26, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,031 ($525/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 20–26, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $4,865 ($740/night)
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Dec 19–26, 2026 (7 nights)
- 2 bed/3 bath, sleeps 8
- $5,366 ($700/night)
Lawai Beach Resort
Koloa, Hawaii- Dec 24–31, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,314 ($300/night)
Kahana Villa Resort
Lahaina, Hawaii- Dec 19–26, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,932 ($250/night)
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Dec 19–26, 2026 (7 nights)
- 2 bed/3 bath, sleeps 8
- $6,510 ($850/night)
Club Wyndham at Waikiki Beach Walk
Honolulu, Hawaii- Dec 20–27, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,314 ($300/night)
Ocean Tower by Hilton Grand Vacations Club
Waikoloa Village, Hawaii- Dec 19–26, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,458 ($450/night)
Marriott's Waiohai Beach Club
Koloa, Hawaii- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,756 ($620/night)
Marriott's Waiohai Beach Club
Koloa, Hawaii- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,412 ($575/night)
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Dec 25, 2026 – Jan 1, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $10,326 ($1,350/night)
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Dec 25, 2026 – Jan 1, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $7,274 ($950/night)
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Dec 19–26, 2026 (7 nights)
- 2 bed/3 bath, sleeps 8
- $7,647 ($999/night)
Ocean Tower by Hilton Grand Vacations Club
Waikoloa Village, Hawaii- Dec 23–26, 2026 (3 nights)
- 2 bed/2 bath, sleeps 6
- $2,150 ($650/night)
The Grand Islander by Hilton Grand Vacations
Honolulu, Hawaii- Dec 25, 2026 – Jan 1, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $6,320 ($825/night)
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,129 ($800/night)
Club Wyndham Bali Hai Villas
Princeville, Hawaii- Dec 22, 2026 – Jan 4, 2027 (13 nights)
- 2 bed/2 bath, sleeps 6
- $6,402 ($450/night)
Marriott's Waiohai Beach Club
Koloa, Hawaii- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,129 ($800/night)
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Dec 25, 2026 – Jan 1, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,410 ($1,099/night)
Club Wyndham Ka 'Eo Kai
Princeville, Hawaii- Dec 20–27, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,165 ($150/night)