Fall Rentals
Hilton Vacation Club Kaanapali Beach
Lahaina, Hawaii- Nov 22–29, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,205 ($286/night)
Hilton Vacation Club Kaanapali Beach
Lahaina, Hawaii- Nov 22–29, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,242 ($160/night)
Hilton Vacation Club Kaanapali Beach
Lahaina, Hawaii- Nov 22–29, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,840 ($500/night)
Marriott's Waikoloa Ocean Club
Waikoloa Village, Hawaii- Nov 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,129 ($800/night)
Wyndham Vacation Resorts Royal Garden at Waikiki
Honolulu, Hawaii- Nov 22–29, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $2,276 ($295/night)
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Nov 22–29, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $4,069 ($530/night)
Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Nov 22–28, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $1,987 ($300/night)
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Nov 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,984 ($650/night)
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Nov 22–29, 2026 (7 nights)
- 2 bed/3 bath, sleeps 8
- $4,794 ($625/night)
Lagoon Tower by Hilton Grand Vacations
Honolulu, Hawaii- Nov 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,213 ($680/night)
Hilton Vacation Club Kaanapali Beach
Lahaina, Hawaii- Nov 23–30, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,276 ($295/night)
The Point at Poipu
Koloa, Hawaii- Nov 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,696 ($350/night)
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Nov 23–27, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $2,096 ($475/night)
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Nov 23–30, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,276 ($295/night)
Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Nov 23–29, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $1,987 ($300/night)
Maui Bay Villas by Hilton Grand Vacations
Kihei, Hawaii- Nov 23–29, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $8,745 ($1,333/night)
Maui Bay Villas by Hilton Grand Vacations
Kihei, Hawaii- Nov 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,603 ($600/night)
Ocean Tower by Hilton Grand Vacations Club
Waikoloa Village, Hawaii- Nov 23–30, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $6,854 ($895/night)
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Nov 23–30, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,543 ($330/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Nov 23–28, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $4,276 ($780/night)
Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Nov 23–27, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $2,750 ($625/night)
Hilton Vacation Club Kaanapali Beach
Lahaina, Hawaii- Nov 24 – Dec 1, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,505 ($325/night)
Imperial Hawaii Vacation Club
Honolulu, Hawaii- Nov 24 – Dec 1, 2026 (7 nights)
- 1 bed/2 bath, sleeps 6
- $1,796 ($232/night)
Lagoon Tower by Hilton Grand Vacations
Honolulu, Hawaii- Nov 24 – Dec 2, 2026 (8 nights)
- 1 bed/1 bath, sleeps 4
- $4,559 ($520/night)
Lagoon Tower by Hilton Grand Vacations
Honolulu, Hawaii- Nov 24–28, 2026 (4 nights)
- 2 bed/2 bath, sleeps 6
- $2,201 ($499/night)
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Nov 24–25, 2026 (1 night)
- 1 bed/1 bath, sleeps 4
- $405 ($350/night)
Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Nov 24–29, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $2,478 ($450/night)
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Nov 24 – Dec 1, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,054 ($528/night)
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Nov 24 – Dec 1, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $3,077 ($400/night)
Imperial Hawaii Vacation Club
Honolulu, Hawaii- Nov 24 – Dec 1, 2026 (7 nights)
- 1 bed/2 bath, sleeps 6
- $1,932 ($250/night)
Aulani, a Disney Resort & Spa
Kapolei, Hawaii- Nov 24–28, 2026 (4 nights)
- Studio/1 bath, sleeps 4
- $2,859 ($650/night)
WorldMark Kihei Resort
Kihei, Hawaii- Nov 24–28, 2026 (4 nights)
- 2 bed/2 bath, sleeps 6
- $999 ($225/night)
Wyndham Kauai Coast Resort at the Beachboy
Kapaa, Hawaii- Nov 24–29, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $1,932 ($350/night)
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Nov 25 – Dec 2, 2026 (7 nights)
- 3 bed/2 bath, sleeps 8
- $9,562 ($1,250/night)
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Nov 25 – Dec 2, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $2,306 ($299/night)
Pono Kai
Kapaa, Hawaii- Nov 25 – Dec 2, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,358 ($175/night)
Club Wyndham at Waikiki Beach Walk
Honolulu, Hawaii- Nov 25–30, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $1,110 ($200/night)
Lagoon Tower by Hilton Grand Vacations
Honolulu, Hawaii- Nov 25–29, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $2,641 ($600/night)
Marriott's Waikoloa Ocean Club
Waikoloa Village, Hawaii- Nov 25 – Dec 2, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,984 ($650/night)
Kings' Land by Hilton Grand Vacations
Waikoloa Village, Hawaii- Nov 25 – Dec 1, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $999 ($150/night)
Hono Koa Resort
Honokowai, Hawaii- Nov 25 – Dec 2, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,458 ($450/night)
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Nov 26 – Dec 3, 2026 (7 nights)
- 3 bed/2 bath, sleeps 8
- $5,862 ($765/night)
The Bay Club at Waikoloa Beach
Waikoloa Village, Hawaii- Nov 26 – Dec 3, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,314 ($300/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Nov 26 – Dec 3, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,366 ($700/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Nov 26–30, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $14,391 ($3,295/night)
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Nov 26–30, 2026 (4 nights)
- 2 bed/3 bath, sleeps 8
- $2,859 ($650/night)
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Nov 26–29, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $1,330 ($400/night)
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Nov 26 – Dec 3, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $2,696 ($350/night)