Fall Rentals
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Nov 27 – Dec 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,929 ($643/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Nov 27 – Dec 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,061 ($660/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)
The Grand Islander by Hilton Grand Vacations
Honolulu, Hawaii- Nov 27 – Dec 4, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,886 ($375/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Nov 27 – Dec 4, 2026 (7 nights)
- 2 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
- $4,222 ($550/night)
The Grand Islander by Hilton Grand Vacations
Honolulu, Hawaii- Nov 27 – Dec 5, 2026 (8 nights)
- 2 bed/2 bath, sleeps 6
- $5,257 ($600/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)
Pono Kai
Kapaa, Hawaii- Nov 27 – Dec 4, 2026 (7 nights)
- 1 bed/1 bath, sleeps 6
- $1,769 ($229/night)
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Nov 27 – Dec 4, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,077 ($400/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Nov 27–30, 2026 (3 nights)
- Studio/1 bath, sleeps 2
- $1,363 ($410/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)
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 Nanea Ocean Villas
Lahaina, Hawaii- Nov 27 – Dec 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,595 ($599/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)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Nov 27 – Dec 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,843 ($500/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)
Marriott's Waiohai Beach Club
Koloa, Hawaii- Nov 27 – Dec 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,886 ($375/night)
Club Wyndham Royal Sea Cliff
Kailua-Kona, Hawaii- Nov 27 – Dec 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,077 ($400/night)
Marriott's Waiohai Beach Club
Koloa, Hawaii- Nov 27 – Dec 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,222 ($550/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 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 27–30, 2026 (3 nights)
- 2 bed/3 bath, sleeps 8
- $2,150 ($650/night)
Club Wyndham Bali Hai Villas
Princeville, Hawaii- Nov 27 – Dec 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,421 ($314/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)
Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Nov 27 – Dec 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,832 ($499/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)
Marriott's Kauai Beach Club
Lihue, Hawaii- Nov 27 – Dec 4, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $3,840 ($500/night)
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Nov 28 – Dec 5, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $6,533 ($853/night)
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Nov 28 – Dec 5, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,963 ($385/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)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Nov 28 – Dec 5, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,603 ($600/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 Ko Olina Beach Club
Kapolei, Hawaii- Nov 28 – Dec 5, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,603 ($600/night)
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Nov 28 – Dec 5, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,649 ($475/night)
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Nov 28 – Dec 4, 2026 (6 nights)
- Studio/1 bath, sleeps 4
- $1,980 ($299/night)
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Nov 28 – Dec 5, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $3,230 ($420/night)
Marriott's Maui Ocean Club - Napili Tower
Lahaina, Hawaii- Nov 28 – Dec 5, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,840 ($500/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)
Hyatt Vacation Club at Ka'anapali Beach
Lahaina, Hawaii- Nov 28 – Dec 5, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,886 ($375/night)
Marriott's Waiohai Beach Club
Koloa, Hawaii- Nov 28 – Dec 5, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,954 ($515/night)
Marriott's Maui Ocean Club - Napili Tower
Lahaina, Hawaii- Nov 28 – Dec 5, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,145 ($540/night)
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Nov 28 – Dec 5, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $3,268 ($425/night)
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Nov 28 – Dec 5, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,984 ($650/night)
Lagoon Tower by Hilton Grand Vacations
Honolulu, Hawaii- Nov 28 – Dec 4, 2026 (6 nights)
- 2 bed/2 bath, sleeps 6
- $3,786 ($575/night)
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Nov 28 – Dec 5, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $2,696 ($350/night)
WorldMark Kihei Resort
Kihei, Hawaii- Nov 28 – Dec 19, 2026 (21 nights)
- 2 bed/2 bath, sleeps 6
- $7,464 ($325/night)