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

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii
Dec 9–16, 2026 (7 nights)
1 bed/1 bath, sleeps 4

$2,691 14% off

$2,314 ($300/night)

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

The Westin Nanea Ocean Villas

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

$3,098 13% off

$2,696 ($350/night)

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

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii
Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 8

$10,644 46% off

$5,748 ($750/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

$4,589 13% off

$3,993 ($520/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)
2 bed/3 bath, sleeps 8

$9,814 22% off

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

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

The Westin Nanea Ocean Villas

Lahaina, Hawaii
Nov 14–21, 2026 (7 nights)
2 bed/2 bath, sleeps 6

$4,049 24% off

$3,077 ($400/night)

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

The Westin Nanea Ocean Villas

Lahaina, Hawaii
Feb 14–20, 2027 (6 nights)
2 bed/2 bath, sleeps 6

$3,970 17% off

$3,295 ($500/night)

Hilton Vacation Club Kaanapali Beach
Verified & Protected

Hilton Vacation Club Kaanapali Beach

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

$3,267 35% 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 13–18, 2026 (5 nights)
Studio/1 bath, sleeps 4

$1,628 20% off

$1,302 ($235/night)

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

The Westin Nanea Ocean Villas

Lahaina, Hawaii
Dec 11–18, 2026 (7 nights)
2 bed/2 bath, sleeps 6

$3,800 14% off

$3,268 ($425/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 2–9, 2027 (7 nights)
2 bed/3 bath, sleeps 8

$6,388 16% off

$5,366 ($700/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 2–9, 2027 (7 nights)
2 bed/3 bath, sleeps 8

$6,388 16% off

$5,366 ($700/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 3–10, 2027 (7 nights)
2 bed/3 bath, sleeps 8

$6,465 17% off

$5,366 ($700/night)

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

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii
Mar 21–28, 2027 (7 nights)
2 bed/2 bath, sleeps 8

$5,817 13% off

$5,061 ($660/night)

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

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii
Mar 21–28, 2027 (7 nights)
2 bed/2 bath, sleeps 8

$5,817 13% off

$5,061 ($660/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

$5,729 13% off

$4,984 ($650/night)

One Napili Way
Verified & Protected

One Napili Way

Lahaina, Hawaii
Dec 5–12, 2026 (7 nights)
3 bed/2 bath, sleeps 6

$2,427 52% off

$1,165 ($150/night)

One Napili Way
Verified & Protected

One Napili Way

Lahaina, Hawaii
Nov 28 – Dec 5, 2026 (7 nights)
3 bed/2 bath, sleeps 6

$2,427 52% off

$1,165 ($150/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 20–25, 2026 (5 nights)
1 bed/2 bath, sleeps 4

$4,397 18% off

$3,606 ($657/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)
2 bed/2 bath, sleeps 8

$6,005 17% off

$4,984 ($650/night)

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

The Westin Nanea Ocean Villas

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

$4,987 23% off

$3,840 ($500/night)

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

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii
May 29 – Jun 5, 2027 (7 nights)
1 bed/1 bath, sleeps 4

$5,072 13% off

$4,412 ($575/night)

Hilton Vacation Club Kaanapali Beach
Verified & Protected

Hilton Vacation Club Kaanapali Beach

Lahaina, Hawaii
Nov 29 – Dec 6, 2026 (7 nights)
1 bed/1 bath, sleeps 4

$1,937 14% off

$1,665 ($215/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)
2 bed/3 bath, sleeps 8

$6,772 22% off

$5,282 ($689/night)

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

Hyatt Vacation Club at Ka'anapali Beach

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

$3,843 10% off

$3,458 ($450/night)

Maui Lea at Maui Hill
Verified & Protected

Maui Lea at Maui Hill

Kihei, Hawaii
Nov 24 – Dec 1, 2026 (7 nights)
1 bed/2 bath, sleeps 4

$2,196 12% off

$1,932 ($250/night)

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

Hyatt Vacation Club at Ka'anapali Beach

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

$9,289 41% off

$5,480 ($715/night)

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

Hyatt Vacation Club at Ka'anapali Beach

Lahaina, Hawaii
Nov 28 – Dec 5, 2026 (7 nights)
2 bed/2 bath, sleeps 6

$5,555 24% off

$4,222 ($550/night)

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

Marriott's Maui Ocean Club - Lahaina Tower

Lahaina, Hawaii
Dec 26, 2026 – Jan 2, 2027 (7 nights)
2 bed/2 bath, sleeps 8

$12,697 34% off

$8,380 ($1,095/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)
Studio/1 bath, sleeps 4

$2,956 23% off

$2,276 ($295/night)

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

Hyatt Vacation Club at Ka'anapali Beach

Lahaina, Hawaii
Dec 12–19, 2026 (7 nights)
2 bed/2 bath, sleeps 6

$6,624 38% off

$4,107 ($535/night)

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

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii
Jan 31 – Feb 7, 2027 (7 nights)
1 bed/1 bath, sleeps 4

$4,034 19% off

$3,268 ($425/night)

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

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii
Feb 5–12, 2027 (7 nights)
Studio/1 bath, sleeps 4

$3,752 18% off

$3,077 ($400/night)

Sands of Kahana Vacation Club
Verified & Protected

Sands of Kahana Vacation Club

Lahaina, Hawaii
Dec 12–19, 2026 (7 nights)
2 bed/2 bath, sleeps 6

$5,011 66% off

$1,704 ($220/night)

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

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii
Dec 19–26, 2026 (7 nights)
Studio/1 bath, sleeps 4

$5,068 28% off

$3,649 ($475/night)

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

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii
Jan 9–16, 2027 (7 nights)
Studio/1 bath, sleeps 4

$2,915 18% off

$2,390 ($310/night)

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

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii
Mar 27 – Apr 3, 2027 (7 nights)
2 bed/2 bath, sleeps 8

$6,887 11% off

$6,129 ($800/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
Nov 21–28, 2026 (7 nights)
1 bed/2 bath, sleeps 4

$3,490 49% off

$1,780 ($230/night)

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

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii
Mar 28 – Apr 4, 2027 (7 nights)
2 bed/2 bath, sleeps 8

$6,223 15% off

$5,290 ($690/night)

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

The Westin Kaanapali Ocean Resort Villas

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

$3,500 11% off

$3,115 ($405/night)

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

Marriott's Maui Ocean Club - Lahaina Tower

Lahaina, Hawaii
Jun 26 – Jul 3, 2027 (7 nights)
2 bed/2 bath, sleeps 8

$6,921 12% off

$6,091 ($795/night)

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

The Westin Nanea Ocean Villas

Lahaina, Hawaii
Apr 24 – May 1, 2027 (7 nights)
1 bed/1 bath, sleeps 4

$3,560 20% off

$2,848 ($370/night)

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

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii
Mar 21–28, 2027 (7 nights)
2 bed/2 bath, sleeps 8

$6,683 18% off

$5,480 ($715/night)

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

The Westin Kaanapali Ocean Resort Villas

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

$3,952 26% off

$2,924 ($380/night)

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

Marriott's Maui Ocean Club - Lahaina Tower

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

$12,026 30% 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
Nov 21–28, 2026 (7 nights)
2 bed/3 bath, sleeps 8

$6,107 34% off

$4,031 ($525/night)

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

The Westin Nanea Ocean Villas

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

$6,030 31% off

$4,160 ($542/night)

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

Hyatt Vacation Club at Ka'anapali Beach

Lahaina, Hawaii
Nov 28 – Dec 5, 2026 (7 nights)
2 bed/2 bath, sleeps 6

$6,483 29% off

$4,603 ($600/night)