Fall Rentals
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Nov 14–21, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,511 ($588/night)
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Nov 14–21, 2026 (7 nights)
- 2 bed/3 bath, sleeps 8
- $4,824 ($629/night)
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Nov 14–21, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,230 ($420/night)
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Nov 14–21, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,031 ($525/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Nov 14–21, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,222 ($550/night)
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Nov 14–21, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $1,932 ($250/night)
Marriott's Waiohai Beach Club
Koloa, Hawaii- Nov 14–21, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,458 ($450/night)
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Nov 14–21, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $7,655 ($1,000/night)
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Nov 15–20, 2026 (5 nights)
- 2 bed/2 bath, sleeps 6
- $3,126 ($569/night)
Hanalei Bay Resort
Princeville, Hawaii- Nov 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,886 ($375/night)
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Nov 15–19, 2026 (4 nights)
- 2 bed/2 bath, sleeps 6
- $1,176 ($265/night)
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Nov 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,458 ($450/night)
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Nov 15–19, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $1,440 ($325/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Nov 15–22, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $2,505 ($325/night)
Marriott's Kauai Beach Club
Lihue, Hawaii- Nov 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,054 ($397/night)
Marriott's Kauai Beach Club
Lihue, Hawaii- Nov 15–22, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $9,562 ($1,250/night)
Marriott's Waiohai Beach Club
Koloa, Hawaii- Nov 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,595 ($599/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Nov 15–21, 2026 (6 nights)
- Studio/1 bath, sleeps 2
- $2,150 ($325/night)
Marriott's Waiohai Beach Club
Koloa, Hawaii- Nov 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,031 ($525/night)
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Nov 15–22, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $3,115 ($405/night)
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Nov 15–22, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,696 ($350/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Nov 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,222 ($550/night)
Marriott's Waiohai Beach Club
Koloa, Hawaii- Nov 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,832 ($499/night)
Sands of Kahana Vacation Club
Lahaina, Hawaii- Nov 15–22, 2026 (7 nights)
- 3 bed/2 bath, sleeps 8
- $2,276 ($295/night)
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Nov 15–22, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $2,696 ($350/night)
Marriott's Waiohai Beach Club
Koloa, Hawaii- Nov 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,557 ($725/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Nov 15–22, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,924 ($380/night)
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Nov 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,924 ($380/night)
Ocean Tower by Hilton Grand Vacations Club
Waikoloa Village, Hawaii- Nov 16–23, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $16,375 ($2,143/night)
Lagoon Tower by Hilton Grand Vacations
Honolulu, Hawaii- Nov 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,984 ($650/night)
Kings' Land by Hilton Grand Vacations
Waikoloa Village, Hawaii- Nov 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,550 ($200/night)
Maui Bay Villas by Hilton Grand Vacations
Kihei, Hawaii- Nov 16–21, 2026 (5 nights)
- 3 bed/3 bath, sleeps 8
- $10,925 ($2,000/night)
Hyatt Vacation Club at Ka'anapali Beach
Lahaina, Hawaii- Nov 17–21, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $2,091 ($474/night)
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Nov 17–24, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $3,077 ($400/night)
Club Wyndham Bali Hai Villas
Princeville, Hawaii- Nov 17–22, 2026 (5 nights)
- 2 bed/2 bath, sleeps 6
- $1,660 ($300/night)
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Nov 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,603 ($600/night)
The Grand Islander by Hilton Grand Vacations
Honolulu, Hawaii- Nov 19–25, 2026 (6 nights)
- 2 bed/2 bath, sleeps 6
- $3,262 ($495/night)
Marriott Vacation Club, Waikiki
Honolulu, Hawaii- Nov 19–22, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $1,132 ($340/night)
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Nov 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,129 ($800/night)
Hilton Vacation Club Kaanapali Beach
Lahaina, Hawaii- Nov 20–27, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,069 ($399/night)
Hilton Vacation Club Kaanapali Beach
Lahaina, Hawaii- Nov 20–27, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,731 ($486/night)
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Nov 20–27, 2026 (7 nights)
- 3 bed/2 bath, sleeps 8
- $6,892 ($900/night)
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Nov 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $6,020 ($786/night)
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Nov 20–27, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $3,649 ($475/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Nov 20–27, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $2,306 ($299/night)
The Point at Poipu
Koloa, Hawaii- Nov 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,513 ($457/night)
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Nov 20–27, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $4,928 ($643/night)
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Nov 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,603 ($600/night)