Fall Rentals
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Nov 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,748 ($750/night)
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Nov 22–29, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $4,222 ($550/night)
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Nov 22–29, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,619 ($340/night)
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Nov 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,458 ($450/night)
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Nov 22–28, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $5,224 ($795/night)
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Nov 22–29, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,696 ($350/night)
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Nov 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,031 ($525/night)
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Nov 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,268 ($425/night)
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Nov 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,793 ($756/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)
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Nov 23–30, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,276 ($295/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 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)
- 1 bed/1 bath, sleeps 4
- $2,543 ($330/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)
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)
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Nov 24–25, 2026 (1 night)
- 1 bed/1 bath, sleeps 4
- $405 ($350/night)
WorldMark Kihei Resort
Kihei, Hawaii- Nov 24–28, 2026 (4 nights)
- 2 bed/2 bath, sleeps 6
- $999 ($225/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 25 – Dec 2, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $2,306 ($299/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 25 – Dec 2, 2026 (7 nights)
- 3 bed/2 bath, sleeps 8
- $9,562 ($1,250/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)
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 - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Nov 26 – Dec 3, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $2,696 ($350/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)
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Nov 27 – Dec 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,748 ($750/night)
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Nov 27 – Dec 4, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $3,062 ($398/night)
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Nov 27 – Dec 4, 2026 (7 nights)
- 2 bed/3 bath, sleeps 8
- $4,489 ($585/night)
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Nov 27–29, 2026 (2 nights)
- 2 bed/2 bath, sleeps 8
- $2,608 ($1,185/night)
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Nov 27 – Dec 4, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,314 ($300/night)
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Nov 27 – Dec 4, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,314 ($300/night)
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Nov 27 – Dec 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,595 ($599/night)
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Nov 27–30, 2026 (3 nights)
- 2 bed/3 bath, sleeps 8
- $2,150 ($650/night)
Marriott's Maui Ocean Club - Napili Tower
Lahaina, Hawaii- Nov 27 – Dec 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,458 ($450/night)
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Nov 27 – Dec 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,222 ($550/night)
Hilton Vacation Club Kaanapali Beach
Lahaina, Hawaii- Nov 27 – Dec 4, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,069 ($399/night)
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Nov 27 – Dec 4, 2026 (7 nights)
- 3 bed/2 bath, sleeps 8
- $5,748 ($750/night)
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Nov 27 – Dec 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,748 ($750/night)
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Nov 27 – Dec 4, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,731 ($486/night)
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Nov 27 – Dec 4, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,840 ($500/night)
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Nov 28 – Dec 5, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,458 ($450/night)
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Nov 28 – Dec 5, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,123 ($275/night)
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Nov 28 – Dec 3, 2026 (5 nights)
- Studio/1 bath, sleeps 4
- $1,468 ($265/night)
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Nov 28 – Dec 5, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,748 ($750/night)
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Nov 28 – Dec 5, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,617 ($995/night)
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Nov 28 – Dec 5, 2026 (7 nights)
- 2 bed/3 bath, sleeps 8
- $4,031 ($525/night)