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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
$813 nightly
The price is $871
Dec 16 - Dec 17
Total with taxes and fees
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, (315)
"great time, great resort, helpful staff"
Canada
Prableen
$561 nightly
The price is $662
Dec 14 - Dec 15
Total with taxes and fees
The Whaler Resort Kaanapali Beach

Kahana Beach Vacation Club

Kahana Beach Vacation Club
3.0 star property
Lahaina
8.4 out of 10, Very Good, (751)
"Excellent Resort from all areas "
United States
Kausik
Kahana Beach Vacation Club

Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.6 out of 10, Excellent, (3915)
"Best hotel I stayed at "
United States
Nohely
$334 nightly
The price is $394
Dec 21 - Dec 22
Total with taxes and fees
Aston Kaanapali Shores

Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER
3.0 star property
Lahaina
9.0 out of 10, Wonderful, (1710)
"Excellent stay. "
United States
casey william
$369 nightly
The price is $435
Dec 14 - Dec 15
Total with taxes and fees
Napili Shores Maui by OUTRIGGER

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
$429 nightly
The price is $506
Dec 14 - Dec 15
Total with taxes and fees
Aston Maui Kaanapali Villas

Mahana at Kaanapali, Spectacular Oceanfront, Amazing Sunsets & Sea Life Unit1014

Mahana at Kaanapali, Spectacular Oceanfront, Amazing Sunsets & Sea Life Unit1014
Lahaina
10.0 out of 10, Exceptional, (271)
"Wonderful stay. We felt at home. It was clean and had everything we needed."
United States
Nicole B.
$761 nightly
The price is $887
Dec 23 - Dec 24
Total with taxes and fees
Mahana at Kaanapali, Spectacular Oceanfront, Amazing Sunsets & Sea Life Unit1014

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

Kahana Falls Maui by VRI Americas

Kahana Falls Maui by VRI Americas
3.5 star property
Lahaina
8.2 out of 10, Very Good, (975)
"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

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, (472)
"Spacious rooms and fun pools"
United States
Vanessa
$623 nightly
The price is $740
Jan 5 - Jan 6, 2026
Total with taxes and fees
The Westin Nanea Ocean Villas, Ka'anapali

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)
"Clean room, amazing staff and great location and beach access "
United States
Amanda
$447 nightly
The price is $527
Dec 19 - Dec 20
Total with taxes and fees
The Westin Ka'anapali Ocean Resort Villas

Royal Kahana Maui by OUTRIGGER

Royal Kahana Maui by OUTRIGGER
3.0 star property
Lahaina
8.0 out of 10, Very Good, (1399)
"Room was beautiful and had an amazing view"
United States
Becky
Royal Kahana Maui by OUTRIGGER

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

Kapalua Villas Maui

Kapalua Villas Maui
4.0 star property
Lahaina
8.8 out of 10, Excellent, (959)
"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

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 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

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, (1716)
"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

Find out more about Molokai

Everything you need to know about Molokai vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Molokai vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Molokai vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Molokai vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Molokai. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Molokai in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $394 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Molokai rentals

At Expedia, we put the best Molokai vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Molokai rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Molokai vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Molokai. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.