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

Kalaupapa Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for Kalaupapa vacation rentals

On the beach, beach towels

1. sweet escape - Moloka'i living

sweet escape - Moloka'i living
Kaunakakai
9.6 out of 10, Exceptional, (25 reviews)
"The condo was very clean and private"
United States
Frank
The price is AEDĀ 404
AEDĀ 1,381 total
includes taxes & fees
13 Aug - 14 Aug
sweet escape - Moloka'i living
Property grounds

2. COCONUT COVE CONDOā€“Molokai Shores 303

COCONUT COVE CONDOā€“Molokai Shores 303
Kaunakakai
9.0 out of 10, Wonderful, (25 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 AEDĀ 551
AEDĀ 1,359 total
includes taxes & fees
11 Aug - 12 Aug
COCONUT COVE CONDOā€“Molokai Shores 303
Sun loungers, beach towels

3. Efficiency

Efficiency
Maunaloa
9.4 out of 10, Exceptional, (9 reviews)
"I enjoyed my stay in the condo- it was small yet had everything I needed and the best thing it offered the best view of the sunset on the island!"
United States
Sabina B.
The price is AEDĀ 110
AEDĀ 1,028 total
includes taxes & fees
9 Aug - 10 Aug
Efficiency
Exterior

4. 2BR Ocean View w/Lanai and Kitchen - Molokai Shores 217

2BR Ocean View w/Lanai and Kitchen - Molokai Shores 217
Kaunakakai
9.0 out of 10, Wonderful, (12 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 AEDĀ 878
AEDĀ 2,710 total
includes taxes & fees
16 Aug - 17 Aug
2BR Ocean View w/Lanai and Kitchen - Molokai Shores 217
Pool

5. Ocean Front-Unobstructed Views- Beautiful Upgraded Condo

Ocean Front-Unobstructed Views- Beautiful Upgraded Condo
Maunaloa
9.8 out of 10, Exceptional, (86 reviews)
"Great location. Newly remodeled. Was clean and great condition."
United States
Tristan
The price is AEDĀ 459
AEDĀ 1,254 total
includes taxes & fees
9 Aug - 10 Aug
Ocean Front-Unobstructed Views- Beautiful Upgraded Condo
Pool

6. Aston Kaanapali Shores | Oceanfront Resort Amenities

Aston Kaanapali Shores | Oceanfront Resort Amenities
Kaanapali
The price is AEDĀ 731
AEDĀ 968 total
includes taxes & fees
9 Aug - 10 Aug
Aston Kaanapali Shores | Oceanfront Resort Amenities
Beach nearby

7. Ke Nani Kai Unit 156- More Molokai

Ke Nani Kai Unit 156- More Molokai
Maunaloa
9.0 out of 10, Wonderful, (64 reviews)
"We had a blast. Better than the pictures. "
United States
Lisa W.
The price is AEDĀ 496
AEDĀ 1,506 total
includes taxes & fees
10 Aug - 11 Aug
Ke Nani Kai Unit 156- More Molokai
Property grounds

8. Modern Oceanfront W/Lanai and WiFiā€“Molokai Shores

Modern Oceanfront W/Lanai and WiFiā€“Molokai Shores
KAUNAKAKAI
9.0 out of 10, Wonderful, (34 reviews)
"The place was lovely, comfortable, and convenient. The amenities were great, the view stellar, and the administrative staff friendly. "
United States
Lisa Ann L.
The price is AEDĀ 631
AEDĀ 2,145 total
includes taxes & fees
23 Aug - 24 Aug
Modern Oceanfront W/Lanai and WiFiā€“Molokai Shores
Books

9. Rustic retreat with panoramic views at Pu'u O Hoku Ranch

Rustic retreat with panoramic views at Pu'u O Hoku Ranch
Kaunakakai
10.0 out of 10, Exceptional, (95 reviews)
"The Sunrise Cottage, and indeed the entire Pu'u o Hoku Ranch is a hidden gem. We may be biased since we held our wedding celebration here back in 2016, but to return ten years later and find it even more lovely was a delight. Molokai isn't for everyone, but to those drawn to it a wonderful adventure awaits. We'll return as often as they'll have us. Mahalo to all those who made our stay so wonderful."
United States
Scott J.
The price is AEDĀ 1,561
AEDĀ 2,930 total
includes taxes & fees
11 Aug - 12 Aug
Rustic retreat with panoramic views at Pu'u O Hoku Ranch
Property grounds

10. Gorgeous Napili Shores G258 Newly remodeled Studio Condo

Gorgeous Napili Shores G258 Newly remodeled Studio Condo
lahaina
10.0 out of 10, Exceptional, (13 reviews)
"Beautiful unit with thoughtful amenities- especially the beach gear. Great view from the balcony. Comfy bed amd linens."
United States
Elaine E.
The price is AEDĀ 529
AEDĀ 3,024 total
includes taxes & fees
13 Aug - 14 Aug
Gorgeous Napili Shores G258 Newly remodeled Studio Condo
On the beach

11. Garden View Second Floor Studio at Napili Shores ā€“ Steps to Napili Bay D229

Garden View Second Floor Studio at Napili Shores ā€“ Steps to Napili Bay D229
Lahaina
9.8 out of 10, Exceptional, (31 reviews)
"We didnā€™t know it was American spring break so it was kids screaming at the pool from 9am to 9 pm for the first week then some yahoos moved in next door for the second week and we got to listen to them loud talking, arguing and having sexā€¦no so pleasant. "
Canada
Jason S.
The price is AEDĀ 459
AEDĀ 2,937 total
includes taxes & fees
21 Aug - 22 Aug
Garden View Second Floor Studio at Napili Shores ā€“ Steps to Napili Bay D229
On the beach

12. Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER
3.5 star property
Lahaina
9.0 out of 10, Wonderful, (1,846 reviews)
"The room was clean and the beach views and access to the beach was beyond beautiful. A really cozy place to stay."
United States
Jesus
The price is AEDĀ 936
AEDĀ 1,111 total
includes taxes & fees
22 Aug - 23 Aug
Napili Shores Maui by OUTRIGGER
On the beach, sun loungers, beach towels

13. The Napili Bay, Steps to Sand, Studio, King bed, Remodeled in June of 2023

The Napili Bay, Steps to Sand, Studio, King bed, Remodeled in June of 2023
Lahaina
10.0 out of 10, Exceptional, (40 reviews)
"The host is always very accommodating and nice. The condo is very nice. We love staying there. "
United States
John D.
The Napili Bay, Steps to Sand, Studio, King bed, Remodeled in June of 2023
Property grounds

14. Incredible OCEANFRONT condo with a view of Molokai! Royal Kahana 309

Incredible OCEANFRONT condo with a view of Molokai! Royal Kahana 309
Lahaina
8.8 out of 10, Excellent, (45 reviews)
"Five star view! Decent air conditioning. Clean but dated. This was within my budget, but the property would benefit with a new sofa and flooring. Spacious and sufficient. Loved visiting Maui. "
United States
Lorie C.
The price is AEDĀ 419
AEDĀ 2,921 total
includes taxes & fees
9 Aug - 10 Aug
Incredible OCEANFRONT condo with a view of Molokai! Royal Kahana 309
On the beach

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, (45 reviews)
"Outstanding view!!!"
United States
Bob E.
The price is AEDĀ 536
AEDĀ 3,083 total
includes taxes & fees
16 Aug - 17 Aug
Fabulous Oceanfront Retreat at Kuleana 622 3rd Floor Condo A/C
Beachfront Two Bedrooms | In-room safe, iron/ironing board, WiFi (free), bed sheets

16. Napili Sunset on the Beach

Napili Sunset on the Beach
2.5 star property
Lahaina
9.2 out of 10, Wonderful, (657 reviews)
"Clean room amd friendly staff."
United States
Chris
The price is AEDĀ 1,033
AEDĀ 1,226 total
includes taxes & fees
9 Aug - 10 Aug
Napili Sunset on the Beach
Property grounds

17. Aloha Hale Ocean View Maui Condo In Ocean Front/Beach Resort Swim with Turtles!

Aloha Hale Ocean View Maui Condo In Ocean Front/Beach Resort Swim with Turtles!
Lahaina
9.8 out of 10, Exceptional, (274 reviews)
"Amazing trip!"
United States
Eric L.
The price is AEDĀ 496
AEDĀ 1,770 total
includes taxes & fees
13 Aug - 14 Aug
Aloha Hale Ocean View Maui Condo In Ocean Front/Beach Resort Swim with Turtles!
On the beach

18. Ultra Modern/Coastal-Remodel, Oceanview, AC - Napili Shores G154

Ultra Modern/Coastal-Remodel, Oceanview, AC - Napili Shores G154
Lahaina
9.8 out of 10, Exceptional, (18 reviews)
"great condo, nicely updated with everything you need for a wonderful stay !!"
United States
tom p.
The price is AEDĀ 529
AEDĀ 3,024 total
includes taxes & fees
17 Aug - 18 Aug
Ultra Modern/Coastal-Remodel, Oceanview, AC - Napili Shores G154
BBQ/picnic area

19. 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
The price is AEDĀ 661
AEDĀ 2,186 total
includes taxes & fees
22 Aug - 23 Aug
Kuleana Club - 320
Beach nearby, white sand, beach towels

20. Napili Village Hotel

Napili Village Hotel
3.0 star property
Lahaina
9.0 out of 10, Wonderful, (215 reviews)
"Great stay, thank you"
United States
Elizabeth
The price is AEDĀ 1,138
AEDĀ 1,351 total
includes taxes & fees
13 Aug - 14 Aug
Napili Village Hotel
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Kalaupapa Hotel Reviews

Sands of Kahana

Sands of Kahana

8/10 Good
"Itā€™s a very nice unit pretty quiet also. Has everything you would need to make you feel comfortable from a washer dryer and everything you need to cook from pots to dishes to cups. The only drawback is thereā€™s no air condition and for me if I wouldā€™ve known that, I wouldā€™ve never stated this place. Thatā€™s why I will not consider this place the sands of Kahana for my next Maui trip because it does not have any air-conditioning and it gets pretty hot even though you get some fans, but it is hot inside"
Moise 7-night trip
Posted 3 hours ago
Sands of Kahana

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 of 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.