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.
The Grand Islander by Hilton Grand Vacations
Honolulu, Hawaii- Dec 25, 2026 – Jan 1, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $6,129 ($876/night)
The Grand Islander by Hilton Grand Vacations
Honolulu, Hawaii- Dec 25, 2026 – Jan 1, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $8,745 ($1,249/night)
The Grand Islander by Hilton Grand Vacations
Honolulu, Hawaii- Dec 25, 2026 – Jan 1, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,840 ($549/night)
Lagoon Tower by Hilton Grand Vacations
Honolulu, Hawaii- Dec 26, 2026 – Jan 2, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $7,495 ($1,071/night)
Kalia Suites by Hilton Grand Vacations
Honolulu, Hawaii- Dec 26, 2026 – Jan 2, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,458 ($494/night)
The Grand Islander by Hilton Grand Vacations
Honolulu, Hawaii- Dec 26, 2026 – Jan 2, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $7,266 ($1,038/night)
Lagoon Tower by Hilton Grand Vacations
Honolulu, Hawaii- Dec 26, 2026 – Jan 2, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $5,099 ($728/night)
Grand Waikikian by Hilton Grand Vacations
Honolulu, Hawaii- Dec 26, 2026 – Jan 2, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,832 ($547/night)
Lagoon Tower by Hilton Grand Vacations
Honolulu, Hawaii- Dec 26, 2026 – Jan 2, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $7,274 ($1,039/night)
Lagoon Tower by Hilton Grand Vacations
Honolulu, Hawaii- Dec 26, 2026 – Jan 2, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $9,834 ($1,405/night)
Grand Waikikian by Hilton Grand Vacations
Honolulu, Hawaii- Dec 26, 2026 – Jan 2, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,222 ($603/night)
Grand Waikikian by Hilton Grand Vacations
Honolulu, Hawaii- Dec 26, 2026 – Jan 2, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $6,892 ($985/night)
Grand Waikikian by Hilton Grand Vacations
Honolulu, Hawaii- Dec 26, 2026 – Jan 2, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,214 ($602/night)
Lagoon Tower by Hilton Grand Vacations
Honolulu, Hawaii- Dec 26, 2026 – Jan 2, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $7,426 ($1,061/night)
Grand Waikikian by Hilton Grand Vacations
Honolulu, Hawaii- Dec 26, 2026 – Jan 2, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $7,274 ($1,039/night)
Marriott Vacation Club, Waikiki
Honolulu, Hawaii- Dec 26, 2026 – Jan 2, 2027 (7 nights)
- 1 bed/1 bath, sleeps 6
- $3,840 ($549/night)
Wyndham Vacation Resorts Royal Garden at Waikiki
Honolulu, Hawaii- Dec 26, 2026 – Jan 2, 2027 (7 nights)
- Studio/1 bath, sleeps 2
- $1,550 ($221/night)
Kalia Suites by Hilton Grand Vacations
Honolulu, Hawaii- Dec 26, 2026 – Jan 2, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,039 ($434/night)
Kalia Suites by Hilton Grand Vacations
Honolulu, Hawaii- Dec 26, 2026 – Jan 2, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,344 ($478/night)
Lagoon Tower by Hilton Grand Vacations
Honolulu, Hawaii- Dec 26, 2026 – Jan 2, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $16,483 ($2,355/night)
Grand Waikikian by Hilton Grand Vacations
Honolulu, Hawaii- Dec 26, 2026 – Jan 2, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $7,266 ($1,038/night)
Marriott Vacation Club, Waikiki
Honolulu, Hawaii- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $6,238 ($891/night)
Grand Waikikian by Hilton Grand Vacations
Honolulu, Hawaii- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $7,655 ($1,094/night)
Grand Waikikian by Hilton Grand Vacations
Honolulu, Hawaii- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $7,274 ($1,039/night)
Club Wyndham at Waikiki Beach Walk
Honolulu, Hawaii- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 4 bed/2 bath, sleeps 10
- $11,470 ($1,639/night)
Club Wyndham at Waikiki Beach Walk
Honolulu, Hawaii- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,840 ($549/night)
Wyndham Vacation Resorts Royal Garden at Waikiki
Honolulu, Hawaii- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- Studio/1 bath, sleeps 2
- $1,550 ($221/night)
Imperial Hawaii Vacation Club
Honolulu, Hawaii- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,505 ($358/night)
The Modern Honolulu
Honolulu, Hawaii- Dec 28, 2026 – Jan 4, 2027 (7 nights)
- 1 bed/1 bath, sleeps 2
- $2,276 ($325/night)
The Modern Honolulu
Honolulu, Hawaii- Dec 28, 2026 – Jan 4, 2027 (7 nights)
- 1 bed/1 bath, sleeps 2
- $2,123 ($303/night)
Grand Waikikian by Hilton Grand Vacations
Honolulu, Hawaii- Dec 28, 2026 – Jan 4, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $7,655 ($1,094/night)
Club Wyndham at Waikiki Beach Walk
Honolulu, Hawaii- Dec 29, 2026 – Jan 2, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $3,491 ($873/night)
Marriott Vacation Club, Waikiki
Honolulu, Hawaii- Dec 30, 2026 – Jan 3, 2027 (4 nights)
- 1 bed/1 bath, sleeps 6
- $2,423 ($606/night)
Marriott Vacation Club, Waikiki
Honolulu, Hawaii- Jan 1–5, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $2,205 ($551/night)
Wyndham Vacation Resorts Royal Garden at Waikiki
Honolulu, Hawaii- Jan 1–6, 2027 (5 nights)
- Studio/1 bath, sleeps 4
- $2,069 ($414/night)
Lagoon Tower by Hilton Grand Vacations
Honolulu, Hawaii- Jan 2–9, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,276 ($611/night)
Lagoon Tower by Hilton Grand Vacations
Honolulu, Hawaii- Jan 2–9, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,374 ($625/night)
Lagoon Tower by Hilton Grand Vacations
Honolulu, Hawaii- Jan 2–9, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,572 ($796/night)
Lagoon Tower by Hilton Grand Vacations
Honolulu, Hawaii- Jan 2–9, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,892 ($842/night)
Hilton Grand Vacations at Hilton Hawaiian Village
Honolulu, Hawaii- Jan 2–9, 2027 (7 nights)
- Studio/1 bath, sleeps 2
- $1,704 ($243/night)
Lagoon Tower by Hilton Grand Vacations
Honolulu, Hawaii- Jan 2–9, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,069 ($438/night)
Grand Waikikian by Hilton Grand Vacations
Honolulu, Hawaii- Jan 3–10, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,688 ($384/night)
Imperial Hawaii Vacation Club
Honolulu, Hawaii- Jan 6–13, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $1,165 ($166/night)
Lagoon Tower by Hilton Grand Vacations
Honolulu, Hawaii- Jan 9–16, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,366 ($767/night)
Lagoon Tower by Hilton Grand Vacations
Honolulu, Hawaii- Jan 9–16, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,840 ($549/night)
Lagoon Tower by Hilton Grand Vacations
Honolulu, Hawaii- Jan 9–16, 2027 (7 nights)
- Studio/1 bath, sleeps 2
- $1,932 ($276/night)
Marriott Vacation Club, Waikiki
Honolulu, Hawaii- Jan 15–22, 2027 (7 nights)
- 1 bed/1 bath, sleeps 6
- $3,535 ($505/night)
Lagoon Tower by Hilton Grand Vacations
Honolulu, Hawaii- Jan 15–22, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,649 ($521/night)