Winter Rentals
Verified & Protected
Voted Top Pick 2025
Lagoon Tower by Hilton Grand Vacations
Honolulu, Hawaii- Dec 27, 2025 – Jan 3, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $1,995 ($285/night)
Verified & Protected
Hawaiian Sun Holidays
Honolulu, Hawaii- Dec 27, 2025 – Jan 3, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,550 ($221/night)
Verified & Protected
Club Wyndham at Waikiki Beach Walk
Honolulu, Hawaii- Dec 27, 2025 – Jan 1, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $1,987 ($397/night)
Verified & Protected
Voted Top Pick 2025
Lagoon Tower by Hilton Grand Vacations
Honolulu, Hawaii- Dec 28, 2025 – Jan 4, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,995 ($714/night)
Verified & Protected
Marriott Vacation Club, Waikiki
Honolulu, Hawaii- Dec 28, 2025 – Jan 2, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $2,859 ($572/night)
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Grand Waikikian by Hilton Grand Vacations
Honolulu, Hawaii- Dec 28, 2025 – Jan 1, 2026 (4 nights)
- 2 bed/2 bath, sleeps 6
- $4,750 ($1,188/night)
Verified & Protected
Grand Waikikian by Hilton Grand Vacations
Honolulu, Hawaii- Dec 28, 2025 – Jan 2, 2026 (5 nights)
- 2 bed/2 bath, sleeps 6
- $5,750 ($1,150/night)
Grand Waikikian by Hilton Grand Vacations
Honolulu, Hawaii- Dec 29, 2025 – Jan 5, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,475 ($782/night)
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Grand Waikikian by Hilton Grand Vacations
Honolulu, Hawaii- Dec 29, 2025 – Jan 2, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $2,510 ($628/night)
Verified & Protected
Voted Top Pick 2025
Lagoon Tower by Hilton Grand Vacations
Honolulu, Hawaii- Dec 29, 2025 – Jan 5, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $7,995 ($1,142/night)
Verified & Protected
Voted Top Pick 2025
Lagoon Tower by Hilton Grand Vacations
Honolulu, Hawaii- Dec 29, 2025 – Jan 4, 2026 (6 nights)
- 2 bed/2 bath, sleeps 6
- $6,895 ($1,149/night)
Verified & Protected
Marriott Vacation Club, Waikiki
Honolulu, Hawaii- Dec 30, 2025 – Jan 4, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $1,330 ($266/night)
Verified & Protected
Voted Top Pick 2025
Lagoon Tower by Hilton Grand Vacations
Honolulu, Hawaii- Dec 30, 2025 – Jan 5, 2026 (6 nights)
- 2 bed/2 bath, sleeps 6
- $6,999 ($1,166/night)
Verified & Protected
Voted Top Pick 2025
Lagoon Tower by Hilton Grand Vacations
Honolulu, Hawaii- Jan 3–10, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,840 ($549/night)
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Voted Top Pick 2025
Lagoon Tower by Hilton Grand Vacations
Honolulu, Hawaii- Jan 3–10, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,252 ($750/night)
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Kalia Suites by Hilton Grand Vacations
Honolulu, Hawaii- Jan 3–10, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,932 ($276/night)
Verified & Protected
Voted Top Pick 2025
Lagoon Tower by Hilton Grand Vacations
Honolulu, Hawaii- Jan 3–10, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,313 ($330/night)
Verified & Protected
Kalia Suites by Hilton Grand Vacations
Honolulu, Hawaii- Jan 10–18, 2026 (8 nights)
- 1 bed/1 bath, sleeps 4
- $3,295 ($412/night)
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The Grand Islander by Hilton Grand Vacations
Honolulu, Hawaii- Jan 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,385 ($626/night)
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Voted Top Pick 2025
Lagoon Tower by Hilton Grand Vacations
Honolulu, Hawaii- Jan 10–17, 2026 (7 nights)
- 3 bed/2.5 bath, sleeps 8
- $6,347 ($907/night)
Verified & Protected
Voted Top Pick 2025
Lagoon Tower by Hilton Grand Vacations
Honolulu, Hawaii- Jan 24–31, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,696 ($385/night)
Verified & Protected
Voted Top Pick 2025
Lagoon Tower by Hilton Grand Vacations
Honolulu, Hawaii- Jan 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,726 ($532/night)
Verified & Protected
The Grand Islander by Hilton Grand Vacations
Honolulu, Hawaii- Jan 30 – Feb 6, 2026 (7 nights)
- 3 bed/3 bath, sleeps 10
- $7,006 ($1,001/night)
Verified & Protected
Voted Top Pick 2025
Lagoon Tower by Hilton Grand Vacations
Honolulu, Hawaii- Jan 31 – Feb 7, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,595 ($514/night)
Verified & Protected
Voted Top Pick 2025
Lagoon Tower by Hilton Grand Vacations
Honolulu, Hawaii- Jan 31 – Feb 7, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,726 ($532/night)
Verified & Protected
Voted Top Pick 2025
Lagoon Tower by Hilton Grand Vacations
Honolulu, Hawaii- Jan 31 – Feb 7, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,622 ($517/night)
Verified & Protected
Voted Top Pick 2025
Lagoon Tower by Hilton Grand Vacations
Honolulu, Hawaii- Feb 7–14, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,540 ($506/night)
Grand Waikikian by Hilton Grand Vacations
Honolulu, Hawaii- Feb 8–15, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,894 ($556/night)
Voted Top Pick 2025
Lagoon Tower by Hilton Grand Vacations
Honolulu, Hawaii- Feb 12–18, 2026 (6 nights)
- 2 bed/2 bath, sleeps 6
- $3,840 ($640/night)
Verified & Protected
Marriott Vacation Club, Waikiki
Honolulu, Hawaii- Feb 14–19, 2026 (5 nights)
- 1 bed/1 bath, sleeps 6
- $2,641 ($528/night)
Voted Top Pick 2025
Lagoon Tower by Hilton Grand Vacations
Honolulu, Hawaii- Feb 14–21, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,150 ($307/night)
Verified & Protected
Grand Waikikian by Hilton Grand Vacations
Honolulu, Hawaii- Feb 14–21, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,995 ($714/night)
Verified & Protected
Voted Top Pick 2025
Lagoon Tower by Hilton Grand Vacations
Honolulu, Hawaii- Feb 14–21, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,995 ($714/night)
Verified & Protected
The Modern Honolulu
Honolulu, Hawaii- Feb 15–22, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $2,205 ($315/night)
Verified & Protected
The Grand Islander by Hilton Grand Vacations
Honolulu, Hawaii- Feb 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,840 ($549/night)
Verified & Protected
Imperial Hawaii Vacation Club
Honolulu, Hawaii- Feb 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,145 ($306/night)
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Imperial Hawaii Vacation Club
Honolulu, Hawaii- Feb 25 – Mar 4, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $1,742 ($249/night)
Verified & Protected
Voted Top Pick 2025
Lagoon Tower by Hilton Grand Vacations
Honolulu, Hawaii- Feb 28 – Mar 7, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,726 ($532/night)