Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Voted Top Pick 2026 Verified & Protected

Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers

Lahaina, Hawaii
Dec 5–12, 2026 (7 nights)
2 bed/3 bath, sleeps 8

$3,085 25% off

$2,314 ($300/night)

Maui Lea at Maui Hill
Verified & Protected

Maui Lea at Maui Hill

Kihei, Hawaii
Dec 21, 2026 – Jan 2, 2027 (12 nights)
1 bed/2 bath, sleeps 4

$5,276 13% off

$4,590 ($349/night)

Hyatt Vacation Club at Ka'anapali Beach
Voted Top Pick 2026 Verified & Protected

Hyatt Vacation Club at Ka'anapali Beach

Lahaina, Hawaii
Jan 9–16, 2027 (7 nights)
3 bed/3 bath, sleeps 10

$10,881 30% off

$7,617 ($995/night)

The Westin Kaanapali Ocean Resort Villas North
Voted Top Pick 2026 Verified & Protected

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii
Nov 20–27, 2026 (7 nights)
Studio/1 bath, sleeps 4

$3,454 33% off

$2,314 ($300/night)

The Westin Nanea Ocean Villas
Voted Top Pick 2026 Verified & Protected

The Westin Nanea Ocean Villas

Lahaina, Hawaii
Feb 12–19, 2027 (7 nights)
2 bed/2 bath, sleeps 6

$5,480 16% off

$4,603 ($600/night)

The Westin Nanea Ocean Villas
Voted Top Pick 2026 Verified & Protected

The Westin Nanea Ocean Villas

Lahaina, Hawaii
Feb 5–12, 2027 (7 nights)
2 bed/2 bath, sleeps 6

$5,480 16% off

$4,603 ($600/night)

Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Voted Top Pick 2026 Verified & Protected

Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers

Lahaina, Hawaii
Dec 27, 2026 – Jan 3, 2027 (7 nights)
2 bed/3 bath, sleeps 8

$9,846 30% off

$6,892 ($900/night)

Marriott's Maui Ocean Club - Lahaina Tower
Voted Top Pick 2026 Verified & Protected

Marriott's Maui Ocean Club - Lahaina Tower

Lahaina, Hawaii
Aug 29 – Sep 5, 2027 (7 nights)
2 bed/2 bath, sleeps 8

$6,887 11% off

$6,129 ($800/night)

The Westin Kaanapali Ocean Resort Villas
Voted Top Pick 2026 Verified & Protected

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii
Dec 6–13, 2026 (7 nights)
1 bed/1 bath, sleeps 4

$3,671 38% off

$2,276 ($295/night)

Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Voted Top Pick 2026 Verified & Protected

Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers

Lahaina, Hawaii
Dec 13–20, 2026 (7 nights)
2 bed/3 bath, sleeps 8

$6,181 38% off

$3,832 ($499/night)

Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Voted Top Pick 2026 Verified & Protected

Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers

Lahaina, Hawaii
Jul 11–18, 2027 (7 nights)
2 bed/3 bath, sleeps 8

$6,531 12% off

$5,748 ($750/night)

Kahana Villa Resort
Verified & Protected

Kahana Villa Resort

Lahaina, Hawaii
Feb 3–10, 2027 (7 nights)
2 bed/2 bath, sleeps 6

$2,510 23% off

$1,932 ($250/night)

The Westin Nanea Ocean Villas
Voted Top Pick 2026 Verified & Protected

The Westin Nanea Ocean Villas

Lahaina, Hawaii
Dec 9–16, 2026 (7 nights)
3 bed/2 bath, sleeps 8

$9,312 35% off

$6,053 ($790/night)

Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Voted Top Pick 2026 Verified & Protected

Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers

Lahaina, Hawaii
Dec 20–27, 2026 (7 nights)
1 bed/2 bath, sleeps 4

$4,611 25% off

$3,458 ($450/night)

Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Voted Top Pick 2026 Verified & Protected

Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers

Lahaina, Hawaii
Dec 26, 2026 – Jan 2, 2027 (7 nights)
1 bed/2 bath, sleeps 4

$5,510 22% off

$4,298 ($560/night)

Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Voted Top Pick 2026 Verified & Protected

Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers

Lahaina, Hawaii
Jan 3–10, 2027 (7 nights)
2 bed/3 bath, sleeps 8

$6,551 21% off

$5,175 ($675/night)

The Westin Kaanapali Ocean Resort Villas
Voted Top Pick 2026 Verified & Protected

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii
Nov 22–29, 2026 (7 nights)
Studio/1 bath, sleeps 4

$2,319 17% off

$1,925 ($249/night)

The Westin Nanea Ocean Villas
Voted Top Pick 2026 Verified & Protected

The Westin Nanea Ocean Villas

Lahaina, Hawaii
Feb 28 – Mar 7, 2027 (7 nights)
2 bed/2 bath, sleeps 6

$3,488 12% off

$3,069 ($399/night)

Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Voted Top Pick 2026 Verified & Protected

Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers

Lahaina, Hawaii
Feb 12–19, 2027 (7 nights)
Studio/1 bath, sleeps 4

$4,419 39% off

$2,696 ($350/night)

The Westin Kaanapali Ocean Resort Villas North
Voted Top Pick 2026 Verified & Protected

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii
Feb 20–27, 2027 (7 nights)
Studio/1 bath, sleeps 4

$3,400 14% off

$2,924 ($380/night)

The Westin Kaanapali Ocean Resort Villas
Voted Top Pick 2026 Verified & Protected

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii
Feb 14–21, 2027 (7 nights)
2 bed/2 bath, sleeps 8

$6,531 12% off

$5,748 ($750/night)

The Westin Kaanapali Ocean Resort Villas North
Voted Top Pick 2026 Verified & Protected

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii
Jan 1–8, 2027 (7 nights)
2 bed/2 bath, sleeps 8

$7,264 13% off

$6,320 ($825/night)

The Westin Kaanapali Ocean Resort Villas North
Voted Top Pick 2026 Verified & Protected

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii
Feb 6–13, 2027 (7 nights)
1 bed/1 bath, sleeps 4

$3,457 11% off

$3,077 ($400/night)

The Westin Kaanapali Ocean Resort Villas North
Voted Top Pick 2026 Verified & Protected

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii
Feb 13–20, 2027 (7 nights)
1 bed/1 bath, sleeps 4

$3,457 11% off

$3,077 ($400/night)

The Westin Kaanapali Ocean Resort Villas North
Voted Top Pick 2026 Verified & Protected

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii
Feb 13–20, 2027 (7 nights)
1 bed/1 bath, sleeps 4

$3,457 11% off

$3,077 ($400/night)

The Westin Kaanapali Ocean Resort Villas North
Voted Top Pick 2026 Verified & Protected

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii
Feb 27 – Mar 6, 2027 (7 nights)
Studio/1 bath, sleeps 4

$3,846 20% off

$3,077 ($400/night)

The Westin Kaanapali Ocean Resort Villas North
Voted Top Pick 2026 Verified & Protected

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii
Nov 28 – Dec 5, 2026 (7 nights)
1 bed/1 bath, sleeps 4

$3,456 22% off

$2,696 ($350/night)

The Westin Nanea Ocean Villas
Voted Top Pick 2026 Verified & Protected

The Westin Nanea Ocean Villas

Lahaina, Hawaii
Nov 15–20, 2026 (5 nights)
2 bed/2 bath, sleeps 6

$3,145 37% off

$1,982 ($359/night)

Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Voted Top Pick 2026 Verified & Protected

Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers

Lahaina, Hawaii
Dec 13–20, 2026 (7 nights)
2 bed/3 bath, sleeps 8

$6,154 19% off

$4,984 ($650/night)

The Westin Kaanapali Ocean Resort Villas
Voted Top Pick 2026 Verified & Protected

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii
Dec 15–19, 2026 (4 nights)
1 bed/1 bath, sleeps 4

$2,216 38% off

$1,374 ($310/night)

The Westin Kaanapali Ocean Resort Villas North
Voted Top Pick 2026 Verified & Protected

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii
Dec 15–20, 2026 (5 nights)
1 bed/1 bath, sleeps 4

$2,765 38% off

$1,714 ($310/night)

Marriott's Maui Ocean Club - Lahaina Tower
Voted Top Pick 2026 Verified & Protected

Marriott's Maui Ocean Club - Lahaina Tower

Lahaina, Hawaii
Mar 6–13, 2027 (7 nights)
2 bed/2 bath, sleeps 8

$7,936 42% off

$4,603 ($600/night)

WorldMark Kihei Resort
Verified & Protected

WorldMark Kihei Resort

Kihei, Hawaii
Feb 20–27, 2027 (7 nights)
1 bed/1 bath, sleeps 4

$2,319 17% off

$1,925 ($249/night)

Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Voted Top Pick 2026 Verified & Protected

Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers

Lahaina, Hawaii
Jan 17–24, 2027 (7 nights)
1 bed/2 bath, sleeps 4

$4,034 19% off

$3,268 ($425/night)

Marriott's Maui Ocean Club - Lahaina Tower
Voted Top Pick 2026 Verified & Protected

Marriott's Maui Ocean Club - Lahaina Tower

Lahaina, Hawaii
Dec 5–12, 2026 (7 nights)
3 bed/3 bath, sleeps 12

$8,000 21% off

$6,320 ($825/night)

Hyatt Vacation Club at Ka'anapali Beach
Voted Top Pick 2026 Verified & Protected

Hyatt Vacation Club at Ka'anapali Beach

Lahaina, Hawaii
Jan 30 – Feb 6, 2027 (7 nights)
2 bed/2 bath, sleeps 6

$5,541 15% off

$4,710 ($614/night)

The Westin Kaanapali Ocean Resort Villas North
Voted Top Pick 2026 Verified & Protected

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii
Jan 30 – Feb 6, 2027 (7 nights)
Studio/1 bath, sleeps 4

$2,514 11% off

$2,238 ($290/night)

The Westin Kaanapali Ocean Resort Villas North
Voted Top Pick 2026 Verified & Protected

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii
Nov 22–28, 2026 (6 nights)
2 bed/2 bath, sleeps 8

$5,222 25% off

$3,916 ($595/night)

Hyatt Vacation Club at Ka'anapali Beach
Voted Top Pick 2026 Verified & Protected

Hyatt Vacation Club at Ka'anapali Beach

Lahaina, Hawaii
Mar 27 – Apr 3, 2027 (7 nights)
2 bed/2 bath, sleeps 6

$9,788 14% off

$8,418 ($1,100/night)

Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Voted Top Pick 2026 Verified & Protected

Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers

Lahaina, Hawaii
Dec 27, 2026 – Jan 3, 2027 (7 nights)
2 bed/3 bath, sleeps 8

$11,544 36% off

$7,388 ($965/night)

Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Voted Top Pick 2026 Verified & Protected

Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers

Lahaina, Hawaii
Dec 27, 2026 – Jan 3, 2027 (7 nights)
2 bed/3 bath, sleeps 8

$11,544 36% off

$7,388 ($965/night)

Hyatt Vacation Club at Ka'anapali Beach
Voted Top Pick 2026 Verified & Protected

Hyatt Vacation Club at Ka'anapali Beach

Lahaina, Hawaii
Nov 21–28, 2026 (7 nights)
2 bed/2 bath, sleeps 6

$7,666 30% off

$5,366 ($700/night)

The Westin Nanea Ocean Villas
Voted Top Pick 2026 Verified & Protected

The Westin Nanea Ocean Villas

Lahaina, Hawaii
Nov 26–29, 2026 (3 nights)
2 bed/2 bath, sleeps 6

$3,967 19% off

$3,213 ($975/night)

Maui Bay Villas by Hilton Grand Vacations
Verified & Protected

Maui Bay Villas by Hilton Grand Vacations

Kihei, Hawaii
Dec 26, 2026 – Jan 2, 2027 (7 nights)
1 bed/1 bath, sleeps 4

$5,729 13% off

$4,984 ($650/night)

The Westin Kaanapali Ocean Resort Villas
Voted Top Pick 2026 Verified & Protected

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii
Nov 14–21, 2026 (7 nights)
Studio/1 bath, sleeps 4

$3,599 41% off

$2,123 ($275/night)

Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Voted Top Pick 2026 Verified & Protected

Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers

Lahaina, Hawaii
Dec 27, 2026 – Jan 3, 2027 (7 nights)
2 bed/3 bath, sleeps 8

$9,141 10% off

$8,227 ($1,075/night)

The Westin Kaanapali Ocean Resort Villas
Voted Top Pick 2026 Verified & Protected

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii
Apr 3–10, 2027 (7 nights)
2 bed/2 bath, sleeps 8

$6,842 16% off

$5,748 ($750/night)

Hyatt Vacation Club at Ka'anapali Beach
Voted Top Pick 2026 Verified & Protected

Hyatt Vacation Club at Ka'anapali Beach

Lahaina, Hawaii
Jan 9–16, 2027 (7 nights)
3 bed/3 bath, sleeps 10

$11,425 33% off

$7,655 ($1,000/night)