Fall Rentals
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)
Marriott's Waiohai Beach Club
Koloa, Hawaii- Nov 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,148 ($671/night)
Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Nov 20–27, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $1,925 ($249/night)
Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Nov 20–27, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,238 ($290/night)
Ocean Tower by Hilton Grand Vacations Club
Waikoloa Village, Hawaii- Nov 20–27, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $971 ($125/night)
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Nov 20–27, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $3,840 ($500/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Nov 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,175 ($675/night)
The Point at Poipu
Koloa, Hawaii- Nov 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,513 ($457/night)
Pono Kai
Kapaa, Hawaii- Nov 20–27, 2026 (7 nights)
- 1 bed/1 bath, sleeps 6
- $1,769 ($229/night)
Hilton Vacation Club Kaanapali Beach
Lahaina, Hawaii- Nov 20–27, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,731 ($486/night)
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Nov 20–27, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,848 ($370/night)
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Nov 20–27, 2026 (7 nights)
- 2 bed/3 bath, sleeps 8
- $4,984 ($650/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Nov 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,220 ($943/night)
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Nov 20–25, 2026 (5 nights)
- 2 bed/2 bath, sleeps 6
- $3,568 ($650/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Nov 20–27, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,840 ($500/night)
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Nov 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $7,655 ($1,000/night)
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Nov 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $7,235 ($945/night)
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Nov 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,458 ($450/night)
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Nov 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,475 ($714/night)
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Nov 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,840 ($500/night)
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Nov 20–27, 2026 (7 nights)
- 3 bed/2 bath, sleeps 8
- $6,892 ($900/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Nov 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,794 ($625/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Nov 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,603 ($600/night)
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Nov 20–27, 2026 (7 nights)
- 2 bed/3 bath, sleeps 8
- $5,175 ($675/night)
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Nov 20–27, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,840 ($500/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 Grand Islander by Hilton Grand Vacations
Honolulu, Hawaii- Nov 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,832 ($499/night)
Hanalei Bay Resort
Princeville, Hawaii- Nov 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,077 ($400/night)
Marriott's Waiohai Beach Club
Koloa, Hawaii- Nov 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,145 ($671/night)
Marriott's Waiohai Beach Club
Koloa, Hawaii- Nov 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,977 ($649/night)
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Nov 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,443 ($579/night)
Club Wyndham Bali Hai Villas
Princeville, Hawaii- Nov 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,421 ($314/night)
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Nov 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,938 ($775/night)
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Nov 20–27, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $3,001 ($390/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Nov 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,603 ($600/night)
Club Wyndham Bali Hai Villas
Princeville, Hawaii- Nov 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,299 ($298/night)
The Grand Islander by Hilton Grand Vacations
Honolulu, Hawaii- Nov 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,214 ($549/night)
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Nov 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,510 ($850/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Nov 20–26, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $4,668 ($710/night)
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Nov 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,930 ($643/night)
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Nov 20–27, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $2,696 ($350/night)
Lawai Beach Resort
Koloa, Hawaii- Nov 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,696 ($350/night)
Hilton Vacation Club Kaanapali Beach
Lahaina, Hawaii- Nov 20–27, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,069 ($399/night)
Lagoon Tower by Hilton Grand Vacations
Honolulu, Hawaii- Nov 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,222 ($550/night)
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Nov 21–28, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $2,505 ($325/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Nov 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,783 ($886/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Nov 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,603 ($600/night)
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Nov 21–28, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,619 ($340/night)