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

Kalaupapa Holiday Rentals

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Check prices for these dates

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

Our top choices for Kalaupapa holiday 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
The price is HK$1,176
HK$3,247 total
includes taxes & fees
28 Oct - 29 Oct
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.
The price is HK$815
HK$2,378 total
includes taxes & fees
2 Nov - 3 Nov
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.
The price is HK$1,176
HK$2,903 total
includes taxes & fees
28 Oct - 29 Oct
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)
"I had a good time in my stay"
United States
Dawa
The price is HK$1,167
HK$1,386 total
includes taxes & fees
1 Nov - 2 Nov
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
The price is HK$1,639
HK$5,508 total
includes taxes & fees
8 Nov - 9 Nov
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
The price is HK$1,764
HK$2,094 total
includes taxes & fees
9 Nov - 10 Nov
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
The price is HK$1,929
HK$2,283 total
includes taxes & fees
10 Nov - 11 Nov
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, (4,413 reviews)
"Great Stay"
United States
Roopa Rani
The price is HK$1,700
HK$2,251 total
includes taxes & fees
11 Nov - 12 Nov
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.
The price is HK$887
HK$2,674 total
includes taxes & fees
16 Nov - 17 Nov
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
The price is HK$724
HK$3,479 total
includes taxes & fees
1 Nov - 2 Nov
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.
The price is HK$1,008
HK$3,870 total
includes taxes & fees
2 Nov - 3 Nov
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.
The price is HK$894
HK$3,527 total
includes taxes & fees
31 Oct - 1 Nov
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
The price is HK$1,169
HK$3,018 total
includes taxes & fees
5 Nov - 6 Nov
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.
The price is HK$1,216
HK$6,574 total
includes taxes & fees
1 Nov - 2 Nov
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.
The price is HK$925
HK$6,333 total
includes taxes & fees
1 Nov - 2 Nov
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
The price is HK$693
HK$3,011 total
includes taxes & fees
4 Nov - 5 Nov
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
The price is HK$753
HK$5,953 total
includes taxes & fees
28 Oct - 29 Oct
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
The price is HK$1,294
HK$6,680 total
includes taxes & fees
31 Oct - 1 Nov
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.
The price is HK$753
HK$5,931 total
includes taxes & fees
31 Oct - 1 Nov
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.
The price is HK$1,396
HK$6,827 total
includes taxes & fees
31 Oct - 1 Nov
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
"Excellent Service"
Brent Allan 7-night trip
Posted less than an hour ago
Aston Kaanapali Shores

Find out more about Kalaupapa

Search for holiday rentals in Kalaupapa on Expedia! You can easily find your home rentals, villas, holiday apartments in Kalaupapa using one of the methods below:

  • View our selection of featured holiday rentals in Kalaupapa
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Look no further and take a look at our great range of rental properties in Kalaupapa!

Frequently asked questions

Can I find a holiday rental in Kalaupapa?

Yes, there are holiday rentals close to the most popular sights in Kalaupapa, or you can select a more secluded option if you're looking for a relaxing stay. 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 holiday rentals that Kalaupapa has to offer?

Kapalua Golf Villas Resort by KBM: This holiday home rental outside Kalaupapa is located on the beach, and has an outdoor pool, a balcony and a BBQ 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 wider area.

What are holiday rentals like in Kalaupapa?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Kalaupapa. Holiday rentals feature extras like WiFi and washers and dryers to help you enjoy your stay. If you're concerned about cleanliness, a holiday rental can provide a sense of security away from public hotel lifts and busy lobbies while still allowing you to travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great option for family trips or small group gatherings.