Fall Rentals
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Nov 2–9, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,077 ($400/night)
Hyatt Vacation Club at Ka'anapali Beach
Lahaina, Hawaii- Nov 3–7, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $1,110 ($250/night)
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Nov 5–12, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,497 ($324/night)
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Nov 6–12, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $3,288 ($499/night)
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Nov 6–13, 2026 (7 nights)
- 2 bed/3 bath, sleeps 8
- $5,748 ($750/night)
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Nov 6–13, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $3,535 ($460/night)
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Nov 6–13, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $3,649 ($475/night)
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Nov 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,222 ($550/night)
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Nov 7–14, 2026 (7 nights)
- 2 bed/3 bath, sleeps 8
- $3,069 ($399/night)
Hilton Vacation Club Kaanapali Beach
Lahaina, Hawaii- Nov 7–14, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,932 ($250/night)
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Nov 7–14, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $2,886 ($375/night)
Sands of Kahana Vacation Club
Lahaina, Hawaii- Nov 7–14, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,840 ($500/night)
Hyatt Vacation Club at Ka'anapali Beach
Lahaina, Hawaii- Nov 7–14, 2026 (7 nights)
- 3 bed/3 bath, sleeps 10
- $9,944 ($1,300/night)
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Nov 7–13, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $3,949 ($600/night)
Hyatt Vacation Club at Ka'anapali Beach
Lahaina, Hawaii- Nov 7–14, 2026 (7 nights)
- 3 bed/3 bath, sleeps 10
- $6,892 ($900/night)
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Nov 7–14, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,390 ($310/night)
Kamaole Sands
Kihei, Hawaii- Nov 7–14, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $1,165 ($150/night)
Marriott's Maui Ocean Club - Napili Tower
Lahaina, Hawaii- Nov 7–14, 2026 (7 nights)
- 3 bed/3 bath, sleeps 10
- $6,892 ($900/night)
Hyatt Vacation Club at Ka'anapali Beach
Lahaina, Hawaii- Nov 7–14, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,649 ($475/night)
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Nov 7–21, 2026 (14 nights)
- 2 bed/2 bath, sleeps 8
- $9,944 ($650/night)
Hyatt Vacation Club at Ka'anapali Beach
Lahaina, Hawaii- Nov 7–14, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,984 ($650/night)
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Nov 8–15, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,696 ($350/night)
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Nov 8–15, 2026 (7 nights)
- 2 bed/3 bath, sleeps 8
- $7,045 ($920/night)
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Nov 8–15, 2026 (7 nights)
- 2 bed/3 bath, sleeps 8
- $5,366 ($700/night)
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Nov 8–15, 2026 (7 nights)
- 2 bed/3 bath, sleeps 8
- $6,564 ($857/night)
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Nov 8–15, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,557 ($725/night)
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Nov 8–15, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $6,020 ($786/night)
Sands of Kahana Vacation Club
Lahaina, Hawaii- Nov 8–15, 2026 (7 nights)
- 3 bed/2 bath, sleeps 8
- $2,276 ($295/night)
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Nov 8–15, 2026 (7 nights)
- 3 bed/2 bath, sleeps 8
- $5,366 ($700/night)
Marriott's Maui Ocean Club - Napili Tower
Lahaina, Hawaii- Nov 8–15, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,603 ($600/night)
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Nov 8–15, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $2,161 ($280/night)
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Nov 10–16, 2026 (6 nights)
- Studio/1 bath, sleeps 4
- $3,181 ($482/night)
Hyatt Vacation Club at Ka'anapali Beach
Lahaina, Hawaii- Nov 10–14, 2026 (4 nights)
- 2 bed/2 bath, sleeps 6
- $2,205 ($500/night)
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Nov 11–23, 2026 (12 nights)
- 1 bed/1 bath, sleeps 4
- $3,949 ($300/night)
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Nov 12–21, 2026 (9 nights)
- 3 bed/2 bath, sleeps 8
- $10,326 ($1,050/night)
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Nov 13–20, 2026 (7 nights)
- 2 bed/3 bath, sleeps 8
- $4,603 ($600/night)
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Nov 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,222 ($550/night)
Kahana Villa Resort
Lahaina, Hawaii- Nov 13–20, 2026 (7 nights)
- 2 bed/0 bath, sleeps 6
- $1,932 ($250/night)
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Nov 13–20, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $1,932 ($250/night)
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Nov 14–21, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,358 ($699/night)
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Nov 14–20, 2026 (6 nights)
- 2 bed/2 bath, sleeps 6
- $2,804 ($425/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 Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Nov 14–21, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,077 ($400/night)
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Nov 14–21, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,039 ($395/night)
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Nov 14–21, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,505 ($325/night)
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Nov 14–21, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $10,920 ($1,428/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)
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Nov 14–21, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,764 ($490/night)