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Molokai Vacation Rentals

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Our top choices for Molokai vacation rentals

Castle at Moloka'i Shores

Castle at Moloka'i Shores
3.0 star property
Kaunakakai
7.2 out of 10, Good, (170)
"better clean room, "
United States
Ana Maria
Castle at Moloka'i Shores

OUTRIGGER Honua Kai Resort & Spa

OUTRIGGER Honua Kai Resort & Spa
4.0 star property
Lahaina
8.8 out of 10, Excellent, (2881)
"Wonderful stay! "
United States
Quiauna
The price is P18,745
P49,212 total
includes taxes & fees
Dec 20 - Dec 21
OUTRIGGER Honua Kai Resort & Spa

The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Lahaina
9.6 out of 10, Exceptional, (317)
"great time, great resort, helpful staff"
Canada
Prableen
The price is P18,831
P43,811 total
includes taxes & fees
Jan 17 - Jan 18, 2026
The Whaler Resort Kaanapali Beach

Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.6 out of 10, Excellent, (3921)
"Best hotel I stayed at "
United States
Nohely
The price is P18,733
P23,829 total
includes taxes & fees
Dec 19 - Dec 20
Aston Kaanapali Shores

Kahana Beach Vacation Club

Kahana Beach Vacation Club
3.0 star property
Lahaina
8.6 out of 10, Excellent, (753)
"Excellent Resort from all areas "
United States
Kausik
Kahana Beach Vacation Club

Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER
3.0 star property
Lahaina
9.0 out of 10, Wonderful, (1712)
"Excellent stay. "
United States
casey william
The price is P21,669
P25,561 total
includes taxes & fees
Dec 21 - Dec 22
Napili Shores Maui by OUTRIGGER

Kahana Falls Maui by VRI Americas

Kahana Falls Maui by VRI Americas
3.5 star property
Lahaina
8.2 out of 10, Very Good, (976)
"The Entire staff of Kahana Falls Resort was very welcoming and very attentive to our needs. "
United States
Greg
Kahana Falls Maui by VRI Americas

Sands of Kahana

Sands of Kahana
3.0 star property
Lahaina
8.2 out of 10, Very Good, (458)
"Size for the price was great"
United States
Ben
Sands of Kahana

Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas
3.0 star property
Lahaina
8.8 out of 10, Excellent, (2516)
"We enjoyed the property "
United States
Therese
The price is P20,788
P29,716 total
includes taxes & fees
Dec 19 - Dec 20
Aston Maui Kaanapali Villas

Kahana Villa

Kahana Villa
3.0 star property
Lahaina
8.0 out of 10, Very Good, (352)
" Great stay!!! Easy and quiet place next to beach.Feels like home"
United States
Jose
Kahana Villa

Royal Kahana Maui by OUTRIGGER

Royal Kahana Maui by OUTRIGGER
3.0 star property
Lahaina
8.0 out of 10, Very Good, (1401)
"Room was beautiful and had an amazing view"
United States
Becky
Royal Kahana Maui by OUTRIGGER

The Westin Nanea Ocean Villas, Ka'anapali

The Westin Nanea Ocean Villas, Ka'anapali
4.0 star property
Lahaina
9.4 out of 10, Exceptional, (473)
"Spacious rooms and fun pools"
United States
Vanessa
The price is P36,597
P43,445 total
includes taxes & fees
Jan 9 - Jan 10, 2026
The Westin Nanea Ocean Villas, Ka'anapali

Kapalua Villas Maui

Kapalua Villas Maui
4.0 star property
Lahaina
8.6 out of 10, Excellent, (960)
"Gorgeous property, the staff, beach, hiking close by, restaurants in area all were great. Room was spotless and we were able to check in early."
United States
Arturo
Kapalua Villas Maui

The Westin Ka'anapali Ocean Resort Villas

The Westin Ka'anapali Ocean Resort Villas
4.0 star property
Lahaina
8.6 out of 10, Excellent, (1126)
"Perfect stay"
United States
hao
The price is P27,903
P32,915 total
includes taxes & fees
Dec 22 - Dec 23
The Westin Ka'anapali Ocean Resort Villas

Kaanapali Alii

Kaanapali Alii
4.0 star property
Lahaina
9.6 out of 10, Exceptional, (958)
"Views were fantastic, as were beach and pool access, hotel was very clean."
Canada
Ryan
Kaanapali Alii

Aston at Papakea Resort

Aston at Papakea Resort
3.0 star property
Lahaina
8.2 out of 10, Very Good, (1396)
"Everything was great very good stay "
Canada
Paul
Aston at Papakea Resort

The Gardens at West Maui

The Gardens at West Maui
3.0 star property
Lahaina
8.4 out of 10, Very Good, (521)
"We stayed here for 4 days easy check in and check out process "
United States
Relda
The Gardens at West Maui

Kaanapali Maui at the Eldorado by OUTRIGGER

Kaanapali Maui at the Eldorado by OUTRIGGER
3.0 star property
Lahaina
8.6 out of 10, Excellent, (873)
"Courteous staff, close to the beach, to the Ka’anapali golf courses, to whalers village, and the pool. "
United States
Rosa
Kaanapali Maui at the Eldorado by OUTRIGGER

Castle Napili Surf Beach Resort

Castle Napili Surf Beach Resort
3.5 star property
Lahaina
9.8 out of 10, Exceptional, (155)
"Loved the location and beach "
United States
Brenda Vanessa
Castle Napili Surf Beach Resort

Aston Mahana at Kaanapali

Aston Mahana at Kaanapali
3.5 star property
Kaanapali
9.0 out of 10, Wonderful, (1719)
"Gorgeous views, spacious suite, very friendly staff, amazing stay had a wonderful family vacation, can't wait to go back."
Canada
Lidia E
Aston Mahana at Kaanapali
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Molokai Hotel Reviews

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