Fall Rentals
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Nov 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,649 ($475/night)
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Nov 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,458 ($450/night)
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Nov 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,838 ($893/night)
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Nov 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,320 ($825/night)
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Nov 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,464 ($975/night)
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Nov 21–28, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,688 ($349/night)
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Nov 21–28, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,718 ($484/night)
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Nov 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,840 ($500/night)
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Nov 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,655 ($1,000/night)
Hyatt Vacation Club at Ka'anapali Beach
Lahaina, Hawaii- Nov 21–24, 2026 (3 nights)
- 2 bed/2 bath, sleeps 6
- $1,922 ($580/night)
Hyatt Vacation Club at Ka'anapali Beach
Lahaina, Hawaii- Nov 21–28, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,107 ($535/night)
Hyatt Vacation Club at Ka'anapali Beach
Lahaina, Hawaii- Nov 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $6,510 ($850/night)
Hyatt Vacation Club at Ka'anapali Beach
Lahaina, Hawaii- Nov 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $7,274 ($950/night)
Hyatt Vacation Club at Ka'anapali Beach
Lahaina, Hawaii- Nov 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $7,655 ($1,000/night)
Hyatt Vacation Club at Ka'anapali Beach
Lahaina, Hawaii- Nov 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,213 ($680/night)
Hyatt Vacation Club at Ka'anapali Beach
Lahaina, Hawaii- Nov 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $6,121 ($799/night)
Hyatt Vacation Club at Ka'anapali Beach
Lahaina, Hawaii- Nov 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $7,647 ($999/night)
Hyatt Vacation Club at Ka'anapali Beach
Lahaina, Hawaii- Nov 21–28, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $5,824 ($760/night)
Hyatt Vacation Club at Ka'anapali Beach
Lahaina, Hawaii- Nov 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,748 ($750/night)
Hyatt Vacation Club at Ka'anapali Beach
Lahaina, Hawaii- Nov 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $6,129 ($800/night)
Hilton Vacation Club Kaanapali Beach
Lahaina, Hawaii- Nov 21–28, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,688 ($349/night)
Hilton Vacation Club Kaanapali Beach
Lahaina, Hawaii- Nov 21–28, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,001 ($259/night)
Hilton Vacation Club Kaanapali Beach
Lahaina, Hawaii- Nov 21–28, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,314 ($300/night)
Hilton Vacation Club Kaanapali Beach
Lahaina, Hawaii- Nov 21–28, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,230 ($420/night)
Hilton Vacation Club Kaanapali Beach
Lahaina, Hawaii- Nov 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,840 ($500/night)
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Nov 22–29, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $3,069 ($399/night)
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Nov 22–29, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,505 ($325/night)
Hilton Vacation Club Kaanapali Beach
Lahaina, Hawaii- Nov 22–29, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,242 ($160/night)
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Nov 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,984 ($650/night)
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Nov 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,557 ($725/night)
WorldMark Kihei Resort
Kihei, Hawaii- Nov 22–30, 2026 (8 nights)
- 2 bed/2 bath, sleeps 6
- $2,205 ($250/night)
Hilton Vacation Club Kaanapali Beach
Lahaina, Hawaii- Nov 22–29, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,205 ($286/night)
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Nov 22–29, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $4,069 ($530/night)
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Nov 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $7,846 ($1,025/night)
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Nov 22–29, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,696 ($350/night)
Sands of Kahana Vacation Club
Lahaina, Hawaii- Nov 22–29, 2026 (7 nights)
- 3 bed/2 bath, sleeps 8
- $2,908 ($378/night)
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Nov 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,748 ($750/night)
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Nov 22–27, 2026 (5 nights)
- 1 bed/2 bath, sleeps 4
- $2,178 ($395/night)
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Nov 22–29, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $3,649 ($475/night)
Maui Beach Vacation Club
Kihei, Hawaii- Nov 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,932 ($250/night)
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Nov 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,077 ($400/night)
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Nov 22–29, 2026 (7 nights)
- 2 bed/3 bath, sleeps 8
- $4,794 ($625/night)
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Nov 22–29, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $5,148 ($671/night)
Hilton Vacation Club Kaanapali Beach
Lahaina, Hawaii- Nov 22–29, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,840 ($500/night)
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Nov 22–29, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $3,069 ($399/night)
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Nov 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,106 ($797/night)
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Nov 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,230 ($420/night)
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Nov 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,740 ($749/night)