A coastal landscape with a prominent green hill and a smaller rock formation in the sea.

Kalaupapa Vacation Rentals

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Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Kalaupapa vacation rentals

A sunset view with palm trees and a pool area.

1. sweet escape - Moloka'i living

sweet escape - Moloka'i living
Kaunakakai
9.6 out of 10, Exceptional, (27 reviews)
"The condo was very clean and private"
United States
Frank
$352 nightly
The price is $414
Oct 28 - Oct 29
Total with taxes and fees
sweet escape - Moloka'i living
A tropical view with a table set with a fruit plate, a dragon fruit, and a mug.

2. Molokai Island Retreat Wavecrest-Ocean Views

Molokai Island Retreat Wavecrest-Ocean Views
Kaunakakai
10.0 out of 10, Exceptional, (20 reviews)
"It was a beautiful stay !!!!Ocean View, clean room, on point communication with our host, Loved our staycation "
United States
Esther-Jean O.
$259 nightly
The price is $303
Oct 28 - Oct 29
Total with taxes and fees
Molokai Island Retreat Wavecrest-Ocean Views
A well-maintained lawn with palm trees and outdoor seating areas, overlooking a body of water.

3. COCONUT COVE CONDOā€“Molokai Shores 303

COCONUT COVE CONDOā€“Molokai Shores 303
Kaunakakai
9.0 out of 10, Wonderful, (28 reviews)
"The condo kitchen is well equipped, and the place is well located and comfortable. The host is very helpful. I would definitely want to rent from them again. "
United States
Mary C.
$316 nightly
The price is $370
Oct 28 - Oct 29
Total with taxes and fees
COCONUT COVE CONDOā€“Molokai Shores 303
A building with a pool, surrounded by tropical vegetation and palm trees, overlooking a clear blue ocean.

4. Napili Village Hotel

Napili Village Hotel
3.0 star property
Lahaina
9.0 out of 10, Wonderful, (253 reviews)
"amazing location"
United States
Adrian
$140 nightly
The price is $167
Nov 4 - Nov 5
Total with taxes and fees
Napili Village Hotel
A resort with multiple buildings, a swimming pool, and a view of the ocean.

5. 2BR Ocean View w/Lanai and Kitchen - Molokai Shores 217

2BR Ocean View w/Lanai and Kitchen - Molokai Shores 217
Kaunakakai
8.6 out of 10, Excellent, (13 reviews)
"Place was quite comfortable and great layout. We stayed at Hotel Molokai prior trip and would highly reccomend this place over Hotel Molokai. "
United States
Ryan
$597 nightly
The price is $699
Oct 28 - Oct 29
Total with taxes and fees
2BR Ocean View w/Lanai and Kitchen - Molokai Shores 217
A beach view with lounge chairs and a clear sky.

6. Napili Sunset on the Beach

Napili Sunset on the Beach
2.5 star property
Lahaina
9.2 out of 10, Wonderful, (656 reviews)
"Nice and clean stay! "
United States
Beverly
$225 nightly
The price is $267
Nov 6 - Nov 7
Total with taxes and fees
Napili Sunset on the Beach
A beach with clear turquoise water, sandy shore, palm trees, and a resort building in the background.

7. Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER
3.5 star property
Lahaina
9.0 out of 10, Wonderful, (1,908 reviews)
"Very nice location and grounds. Throughly enjoyed our stay!"
United States
Steve
$246 nightly
The price is $291
Nov 1 - Nov 2
Total with taxes and fees
Napili Shores Maui by OUTRIGGER
View from room

8. Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (4,411 reviews)
"Great Stay"
United States
Roopa Rani
$242 nightly
The price is $287
Nov 9 - Nov 10
Total with taxes and fees
Aston Kaanapali Shores
Outdoor dining

9. Spacious Studio/Spectacular Ocean View/Pool/Gym

Spacious Studio/Spectacular Ocean View/Pool/Gym
Lahaina
9.8 out of 10, Exceptional, (56 reviews)
"Beautiful view, convenient location, great host communication"
United States
Sandra B.
$291 nightly
The price is $341
Nov 16 - Nov 17
Total with taxes and fees
Spacious Studio/Spectacular Ocean View/Pool/Gym
A spacious living room with a large window overlooking the ocean, furnished with a sofa, armchairs, and a coffee table.

10. West Maui Studio at BeachFront Resort w Pool- Sleeps 3 Royal Kahana 104

West Maui Studio at BeachFront Resort w Pool- Sleeps 3 Royal Kahana 104
Lahaina
9.4 out of 10, Exceptional, (54 reviews)
"Excellent "
United States
Aracely
$379 nightly
The price is $444
Oct 28 - Oct 29
Total with taxes and fees
West Maui Studio at BeachFront Resort w Pool- Sleeps 3 Royal Kahana 104
A tropical garden with a pond, palm trees, and a building with balconies.

11. Studio w Pool Steps to Sandy Beach-Napili Shores D127

Studio w Pool Steps to Sandy Beach-Napili Shores D127
Lahaina
9.2 out of 10, Wonderful, (59 reviews)
"We love this property! Weā€™ve stayed here many times. I really appreciated that we were able to check in early because the property was ready."
United States
Jeanne D.
$450 nightly
The price is $527
Oct 28 - Oct 29
Total with taxes and fees
Studio w Pool Steps to Sandy Beach-Napili Shores D127
A beachside hotel with lounge chairs and umbrellas, a pool, and a rocky shoreline.

12. Cute and Cozy Ground Floor! Beach access! Great Location! #113

Cute and Cozy Ground Floor! Beach access! Great Location! #113
Lahaina
9.0 out of 10, Wonderful, (24 reviews)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Very chill and relaxed property with a great view. In a prime location."
United States
Kiele P.
$426 nightly
The price is $450
Oct 31 - Nov 1
Total with taxes and fees
Cute and Cozy Ground Floor! Beach access! Great Location! #113
A patio with two barbecue grills, a pathway, and a view of the sea and mountains.

13. Kuleana Club - 510

Kuleana Club - 510
3.5 star property
Lahaina
$324 nightly
The price is $385
Nov 5 - Nov 6
Total with taxes and fees
Kuleana Club - 510
A balcony with a table set for two, overlooking a beach with palm trees and a view of the ocean.

14. Luxury Oceanfront Studio at Napili Shores A203 View of Lanai and Molokai

Luxury Oceanfront Studio at Napili Shores A203 View of Lanai and Molokai
Lahaina
9.8 out of 10, Exceptional, (58 reviews)
"Lovely place hope to stay here again"
United States
Margaret H.
$742 nightly
The price is $838
Oct 31 - Nov 1
Total with taxes and fees
Luxury Oceanfront Studio at Napili Shores A203 View of Lanai and Molokai
A tropical beach with palm trees and clear turquoise water.

15. Fabulous Oceanfront Retreat at Kuleana 622 3rd Floor Condo A/C

Fabulous Oceanfront Retreat at Kuleana 622 3rd Floor Condo A/C
Lahaina
9.6 out of 10, Exceptional, (46 reviews)
"Good location. Close to beaches, restaurants and other fun activities "
United States
Nancy F.
$715 nightly
The price is $808
Oct 31 - Nov 1
Total with taxes and fees
Fabulous Oceanfront Retreat at Kuleana 622 3rd Floor Condo A/C
A balcony table with a decorative centerpiece, overlooking a beach with palm trees and a clear sky.

16. Beautiful Ocean and Outer Island Views! See Whales in season!

Beautiful Ocean and Outer Island Views! See Whales in season!
Lahaina
9.4 out of 10, Exceptional, (92 reviews)
"The room was clean, the view from the balcony was awesome, and the overall experience was great. I'd recommend the place."
United States
Jasdeep Singh
$365 nightly
The price is $384
Nov 4 - Nov 5
Total with taxes and fees
Beautiful Ocean and Outer Island Views! See Whales in season!
A large outdoor swimming pool with a rock feature, surrounded by palm trees and lounge chairs.

17. Charming Studio at Oceanfront Kaā€™anapali Shores | Pools, Beach Access, AC

Charming Studio at Oceanfront Kaā€™anapali Shores | Pools, Beach Access, AC
Lahaina
8.6 out of 10, Excellent, (111 reviews)
"Everything was great !"
United States
Michael
$671 nightly
The price is $756
Oct 31 - Nov 1
Total with taxes and fees
Charming Studio at Oceanfront Kaā€™anapali Shores | Pools, Beach Access, AC
A tropical resort with palm trees, a beach view, and a thatched-roof building.

18. Gorgeous Napili Shores G258 Newly remodeled Studio Condo

Gorgeous Napili Shores G258 Newly remodeled Studio Condo
lahaina
10.0 out of 10, Exceptional, (19 reviews)
"Great place! It is a studio but feels large, vaulted ceilings - on the 2 nd floor - nice view. Very Clean!!"
Canada
sandra
$753 nightly
The price is $852
Oct 31 - Nov 1
Total with taxes and fees
Gorgeous Napili Shores G258 Newly remodeled Studio Condo
A pool area with a waterfall, stone steps, and tropical plants.

19. Renovated Studio Kaā€™anapali Shores | Pools, AC, Beach Access

Renovated Studio Kaā€™anapali Shores | Pools, AC, Beach Access
lahaina
9.8 out of 10, Exceptional, (22 reviews)
"It was a great resort We will be back for sure"
United States
Gregory M.
$671 nightly
The price is $756
Oct 31 - Nov 1
Total with taxes and fees
Renovated Studio Kaā€™anapali Shores | Pools, AC, Beach Access
A table set with a bottle of champagne, two glasses, a decorative plant, and a woven basket, overlooking a scenic view of the sea and mountains.

20. Breathtaking Oceanfront Studio Napili Shores A106

Breathtaking Oceanfront Studio Napili Shores A106
Lahaina
9.4 out of 10, Exceptional, (87 reviews)
"Awesome stay and experience. Room was perfect and the views were Devine."
United States
Gary K.
$758 nightly
The price is $857
Oct 31 - Nov 1
Total with taxes and fees
Breathtaking Oceanfront Studio Napili Shores A106
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 Kalaupapa Hotel Reviews

Aston Kaanapali Shores

Aston Kaanapali Shores

10/10 Excellent
"Such a great place to stay. You feel at home with all the accommodations. Wonderful service across all aspects. Food is fantastic and the beach/pool is phenomenal. Couldnā€™t ask for a better place to stay. All of the front staff is wonderful and love that you do so much for us. Mark, Annie, Myron and Ruben at the Beach Club are hands down the ABSOLUTE best! So funā€¦.and love that you remember us over all the years and treat us like family. It was such a wonderful surprise to have the love doves adorned with flowers on our bed. Mahalo!!!!"
JoEllen 7-night trip
Posted 6 hours ago
Aston Kaanapali Shores

Find out more about Kalaupapa

Everything you need to know about Kalaupapa vacation rentals

Whether youā€™re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, weā€™ve got the Kalaupapa 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 ā€¦and on.

Thereā€™s just as wide a choice of amenities, too. Maybe youā€™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 Kalaupapa vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Kalaupapa vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Kalaupapa. If youā€™re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Kalaupapa 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 $167 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 Kalaupapa rentals

At Expedia, we put the best Kalaupapa 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. Youā€™ll always find a great deal with Expedia.

To find some top Kalaupapa 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 wantā€”and just like that, youā€™ve built your dream Kalaupapa vacation.

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

Explore a world of travel with Expedia

Frequently asked questions

Can I find a vacation rental in Kalaupapa?

Yes, you can find vacation rentals near top sights in Kalaupapa, or you can choose a more remote option if you're looking for relaxation. Kalaupapa is known for its local tours and seaside. Make sure you have time to check out the churches and parks during your trip.

What are some of the best vacation home rentals in Kalaupapa?

Kapalua Golf Villas Resort by KBM: This vacation home rental outside Kalaupapa is located on the beach and has an outdoor pool, a balcony, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, an oven, and a microwave. Kick off your shoes and enjoy yourself with a terrace and a garden.

What can I see and do in Kalaupapa?

Kalaupapa National Historical Park and Moloka'i Beaches are a couple of lovely local spots to get outside and enjoy nature. St. Philomena Church and MolokaŹ»i Museum & Cultural Center are a couple of places you'll find in the larger area.

What are vacation rentals like in Kalaupapa?

Vacation rentals are privately owned properties you can book for a couple days or more in Kalaupapa. Vacation rentals provide amenities like laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about a sanitized environment, a vacation rental can offer a sense of safety away from public hotel elevators and busy reception areas while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great choice for small groups.