Fall Rentals
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)
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 Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Nov 28 – Dec 5, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,314 ($300/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)
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)
Hyatt Vacation Club at Ka'anapali Beach
Lahaina, Hawaii- Nov 28 – Dec 5, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $6,884 ($899/night)
Hyatt Vacation Club at Ka'anapali Beach
Lahaina, Hawaii- Nov 28 – Dec 5, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,748 ($750/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)
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)
Sands of Kahana Vacation Club
Lahaina, Hawaii- Nov 28 – Dec 5, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,022 ($393/night)
Sands of Kahana Vacation Club
Lahaina, Hawaii- Nov 28 – Dec 5, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,047 ($265/night)
Sands of Kahana Vacation Club
Lahaina, Hawaii- Nov 28 – Dec 5, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,276 ($295/night)
Hyatt Vacation Club at Ka'anapali Beach
Lahaina, Hawaii- Nov 28 – Dec 5, 2026 (7 nights)
- 3 bed/3 bath, sleeps 10
- $9,177 ($1,199/night)
WorldMark Kihei Resort
Kihei, Hawaii- Nov 28 – Dec 19, 2026 (21 nights)
- 2 bed/2 bath, sleeps 6
- $7,464 ($325/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)
Marriott's Maui Ocean Club - Napili Tower
Lahaina, Hawaii- Nov 28 – Dec 5, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,031 ($525/night)
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Nov 28 – Dec 3, 2026 (5 nights)
- 2 bed/2 bath, sleeps 6
- $3,295 ($600/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)
WorldMark Kihei Resort
Kihei, Hawaii- Nov 28 – Dec 5, 2026 (7 nights)
- 3 bed/2 bath, sleeps 8
- $2,428 ($315/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 - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Nov 28 – Dec 5, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $2,696 ($350/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)
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)
One Napili Way
Lahaina, Hawaii- Nov 28 – Dec 5, 2026 (7 nights)
- 3 bed/2 bath, sleeps 6
- $1,932 ($250/night)
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Nov 29 – Dec 4, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $3,077 ($560/night)
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Nov 29 – Dec 6, 2026 (7 nights)
- 2 bed/3 bath, sleeps 8
- $3,840 ($500/night)
Maui Bay Villas by Hilton Grand Vacations
Kihei, Hawaii- Nov 29 – Dec 4, 2026 (5 nights)
- 2 bed/2 bath, sleeps 6
- $1,932 ($350/night)
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Nov 29 – Dec 6, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,886 ($375/night)
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Nov 29 – Dec 6, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,497 ($455/night)
Hilton Vacation Club Kaanapali Beach
Lahaina, Hawaii- Nov 29 – Dec 6, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,932 ($250/night)
Sands of Kahana Vacation Club
Lahaina, Hawaii- Nov 29 – Dec 6, 2026 (7 nights)
- 3 bed/2 bath, sleeps 8
- $1,550 ($200/night)
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Nov 29 – Dec 3, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $1,769 ($400/night)
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Nov 29 – Dec 4, 2026 (5 nights)
- 2 bed/2 bath, sleeps 6
- $3,568 ($650/night)
WorldMark Kihei Resort
Kihei, Hawaii- Nov 30 – Dec 7, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,742 ($225/night)
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Sep 1–8, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,505 ($325/night)
WorldMark Kihei Resort
Kihei, Hawaii- Sep 3–10, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,932 ($250/night)
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Sep 4–11, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,527 ($459/night)
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Sep 4–11, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,748 ($750/night)
Hyatt Vacation Club at Ka'anapali Beach
Lahaina, Hawaii- Sep 4–11, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,840 ($500/night)
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Sep 4–11, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,077 ($400/night)
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Sep 11–18, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,290 ($690/night)
WorldMark Kihei Resort
Kihei, Hawaii- Sep 12–19, 2027 (7 nights)
- 3 bed/2 bath, sleeps 8
- $2,314 ($300/night)
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Sep 18–25, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,106 ($928/night)
Hyatt Vacation Club at Ka'anapali Beach
Lahaina, Hawaii- Sep 25 – Oct 2, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $6,892 ($900/night)
WorldMark Kihei Resort
Kihei, Hawaii- Oct 2–16, 2027 (14 nights)
- 2 bed/2 bath, sleeps 6
- $3,535 ($230/night)
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Nov 6–13, 2027 (7 nights)
- 3 bed/3 bath, sleeps 12
- $9,944 ($1,300/night)
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Nov 13–20, 2027 (7 nights)
- 3 bed/3 bath, sleeps 12
- $9,944 ($1,300/night)
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Nov 19–26, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $7,655 ($1,000/night)