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
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Kalaupapa holiday rentals

A tropical garden with a waterfall, lush greenery, and a gazebo.

1. Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (4,356 reviews)
"Great Stay"
United States
Roopa Rani
The price is S$401
includes taxes & fees
7 Oct - 8 Oct
Aston Kaanapali Shores
A spacious living room with a large window overlooking the ocean, furnished with wicker chairs, a sofa, and a glass coffee table.

2. Aston Mahana at Kaanapali

Aston Mahana at Kaanapali
3.5 star property
Kaanapali
9.0 out of 10, Wonderful, (1,836 reviews)
"Clean nice resort,with beautiful views and reasonable pricing!"
United States
Amit
The price is S$413
includes taxes & fees
7 Oct - 8 Oct
Aston Mahana at Kaanapali
A beach with clear turquoise water, sandy shore, palm trees, and a resort building in the background.

3. Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER
3.5 star property
Lahaina
9.0 out of 10, Wonderful, (1,891 reviews)
"Great property"
United States
Shawn
The price is S$318
includes taxes & fees
25 Oct - 26 Oct
Napili Shores Maui by OUTRIGGER
A beach view with lounge chairs and a clear sky.

4. 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 S$455
includes taxes & fees
5 Nov - 6 Nov
Napili Sunset on the Beach
A beach with clear blue water, palm trees, and a resort in the background.

5. Napili Village Hotel

Napili Village Hotel
3.0 star property
Lahaina
9.0 out of 10, Wonderful, (242 reviews)
"thank you for the best stay! perfect location, stunning beach with walking distance to beach, cafe, and rentals. room had everything we needed, recommend upgrading to ocean view it was a treat!"
United States
ASHLEY
The price is S$242
includes taxes & fees
1 Nov - 2 Nov
Napili Village Hotel
A table with two drinks and a flower on a balcony overlooking the ocean.

6. Kapalua Ridge Villas Resort by KBM

Kapalua Ridge Villas Resort by KBM
4.5 star property
Lahaina
9.6 out of 10, Exceptional, (18 reviews)
"Todo excelente!"
Mexico
Lizbeth
The price is S$1,168
includes taxes & fees
17 Oct - 18 Oct
Kapalua Ridge Villas Resort by KBM
A patio with a round table and two chairs, overlooking a grassy area with a view of the ocean and a clear sky.

7. Kuleana Club - 608

Kuleana Club - 608
3.5 star property
Lahaina
Kuleana Club - 608
A spacious living area with a large window overlooking a scenic view, a comfortable sofa, a dining table with chairs, and a small side table.

8. Napili Point C-12 - 2Br Condo

Napili Point C-12 - 2Br Condo
3.5 star property
Lahaina
The price is S$1,916
includes taxes & fees
7 Oct - 8 Oct
Napili Point C-12 - 2Br Condo
A patio with two barbecue grills, a pathway, and a view of the sea and mountains.

9. Kuleana Club - 701

Kuleana Club - 701
3.5 star property
Lahaina
The price is S$511
includes taxes & fees
6 Oct - 7 Oct
Kuleana Club - 701
A poolside view overlooking a beach with palm trees and a clear blue sky.

10. Hale Mahina B304

Hale Mahina B304
3.0 star property
Lahaina
The price is S$1,516
includes taxes & fees
6 Oct - 7 Oct
Hale Mahina B304
A patio with two barbecue grills, a pathway, and a view of the sea and mountains.

11. Kuleana Club - 320

Kuleana Club - 320
2.5 star property
Lahaina
10.0 out of 10, Exceptional, (1 review)
"Quiet and clean! Spent the week with my daughter and had such a wonderful vacation. Located on the west side of Maui, near so many sandy beaches and restaurants. Snorkeled at Black Rock beach and swam with the sea turtles and fish only found in Hawaii . The condo had a full kitchen that we used through-out the stay. We never ran out of things to do. There were sea turtles on the beach on the condo property. Spotted whales and dolphins off the coast from our balcony. We looked forward to...
United States
Scott
Kuleana Club - 320
A patio with two barbecue grills, a pathway, and a view of the sea and mountains.

12. Kuleana Club - 509

Kuleana Club - 509
3.5 star property
Lahaina
The price is S$502
includes taxes & fees
8 Oct - 9 Oct
Kuleana Club - 509
A covered outdoor area with a table and chairs, a view of the ocean, and a well-maintained lawn.

13. Kuleana Club - 108

Kuleana Club - 108
4.0 star property
Lahaina
Kuleana Club - 108
A room with a large glass door leading to a balcony with a view of the ocean and palm trees.

14. Kapalua Bay Villas Resort by KBM

Kapalua Bay Villas Resort by KBM
5.0 star property
Kapalua
10.0 out of 10, Exceptional, (1 review)
"Service was impeccable, they took care of our every need promptly and gracefully. Beautiful setting."
United States
Mariana
The price is S$1,184
includes taxes & fees
13 Oct - 14 Oct
Kapalua Bay Villas Resort by KBM
A coastal resort with beachfront villas, a pool, and lush greenery.

15. Kahana Village 40 2 Bedroom Condo by RedAwning

Kahana Village 40 2 Bedroom Condo by RedAwning
3.0 star property
lahaina
8.0 out of 10, Very good, (1 review)
"In short, we would stay again but there were pros and cons. Overall this is an epic oceanfront place and we had a great time. View from balcony, sunsets on the property, ocean noise and beach access were all 10/10. Wifi was fast and reliable. Parking situation and general grounds were very good. I did not care for the extremely thin window right above the master bed. Road noise woke me up a couple times each night without fail when some random person bombed down the street. Bed pillows...
United States
arthur
The price is S$1,830
includes taxes & fees
6 Oct - 7 Oct
Kahana Village 40 2 Bedroom Condo by RedAwning
A tropical resort with palm trees, a pool, and a view of the ocean.

16. Papakea Resort by KBM

Papakea Resort by KBM
4.0 star property
Lahaina
10.0 out of 10, Exceptional, (5 reviews)
"Very nice property we enjoyed everything about it"
United States
Lorena
The price is S$1,165
includes taxes & fees
6 Oct - 7 Oct
Papakea Resort by KBM
A balcony with a table set for two, overlooking a beach with palm trees and a view of the ocean.

17. Napili Shores A203 Of Studio Condo by RedAwning

Napili Shores A203 Of Studio Condo by RedAwning
3.0 star property
Lahaina
The price is S$1,659
includes taxes & fees
17 Oct - 18 Oct
Napili Shores A203 Of Studio Condo by RedAwning
Pool

18. Villa, Ocean View, 1-bedroom

Villa, Ocean View, 1-bedroom
4.0 star property
Napili-Honokowai
The price is S$1,305
includes taxes & fees
6 Oct - 7 Oct
Villa, Ocean View, 1-bedroom
A balcony with a view of the ocean, a table set with a bottle of champagne, a plate of cheese, and a vase of flowers.

19. Napili Shores A202 Of Studio 1 Bedroom Condo by RedAwning

Napili Shores A202 Of Studio 1 Bedroom Condo by RedAwning
3.0 star property
Lahaina
The price is S$1,592
includes taxes & fees
7 Oct - 8 Oct
Napili Shores A202 Of Studio 1 Bedroom Condo by RedAwning
A modern kitchen with wooden cabinets, stainless steel appliances, and a view of the ocean.

20. Villa, Oceanfront, 1-bedroom

Villa, Oceanfront, 1-bedroom
5.0 star property
Napili-Honokowai
The price is S$1,198
includes taxes & fees
15 Oct - 16 Oct
Villa, Oceanfront, 1-bedroom
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

Napili Village Hotel

Napili Village Hotel

10/10 Excellent
"Amazing stay, best value for the price you can get! The pool was basically private, and the staff was so, so nice and friendly! The room was clean upon arrival and cleaned every 2-3 days with fresh linens and towels. No problems with bugs or reptiles, AC was cold, shower pressure was good and water was hot (filtered cold, cool, and hot water available at the rec center too!), good Wi-Fi, ice machine was always full. Power and internet were out for a day; however, the staff was very communicative via text. 10/10 would recommend."
Jasmine Faith HyeJin 10-night trip
Posted 1 hour ago
Napili Village Hotel

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.