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

Kalaupapa Holiday 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
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Kalaupapa holiday 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 NZ$629
includes taxes & fees
17 Aug - 18 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 NZ$617
includes taxes & fees
17 Aug - 18 Aug
COCONUT COVE CONDOā€“Molokai Shores 303
Exterior

3. 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 NZ$1,245
includes taxes & fees
17 Aug - 18 Aug
2BR Ocean View w/Lanai and Kitchen - Molokai Shores 217
Property grounds

4. 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 NZ$963
includes taxes & fees
30 Aug - 31 Aug
Modern Oceanfront W/Lanai and WiFiā€“Molokai Shores
Sun-loungers, beach towels

5. 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 NZ$499
includes taxes & fees
18 Aug - 19 Aug
Efficiency
Pool

6. 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 NZ$563
includes taxes & fees
17 Aug - 18 Aug
Ocean Front-Unobstructed Views- Beautiful Upgraded Condo
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 NZ$696
includes taxes & fees
17 Aug - 18 Aug
Ke Nani Kai Unit 156- More Molokai
Books

8. 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 NZ$1,318
includes taxes & fees
17 Aug - 18 Aug
Rustic retreat with panoramic views at Pu'u O Hoku Ranch
Pool

9. Aston Kaanapali Shores | Oceanfront Resort Amenities

Aston Kaanapali Shores | Oceanfront Resort Amenities
Kaanapali
The price is NZ$445
includes taxes & fees
17 Aug - 18 Aug
Aston Kaanapali Shores | Oceanfront Resort Amenities
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 NZ$1,361
includes taxes & fees
17 Aug - 18 Aug
Gorgeous Napili Shores G258 Newly remodeled Studio Condo
BBQ/picnic Area

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
The price is NZ$981
includes taxes & fees
22 Aug - 23 Aug
Kuleana Club - 320
Beach nearby, sun-loungers

12. šŸ¬Whales and The Waves | Discount | Beachfront | Oceanview | Pool | ACšŸ¬

šŸ¬Whales and The Waves | Discount | Beachfront | Oceanview | Pool | ACšŸ¬
Lahaina
9.4 out of 10, Exceptional, (17 reviews)
"The location was excellent - right on the beach, room was a bit dated but nice and quiet. The apartment needs some maintenance though (could use fresh paint on the walls, update appliances, balcony door was very old and hard to open/close, etc.) Otherwise we had a nice stay. The location is the biggest plus for sure!"
United States
Simona M.
šŸ¬Whales and The Waves | Discount | Beachfront | Oceanview | Pool | ACšŸ¬
On the beach

13. 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)
"Small but cozy studio, great lanai with flowering trees that provide privacy. Very comfortable bed. The property is perfect for families, 5 minute walk to a great swimming beach."
United States
Lynda M.
The price is NZ$1,319
includes taxes & fees
19 Aug - 20 Aug
Garden View Second Floor Studio at Napili Shores ā€“ Steps to Napili Bay D229
Property grounds

14. 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, (275 reviews)
"Amazing trip!"
United States
Eric L.
The price is NZ$798
includes taxes & fees
17 Aug - 18 Aug
Aloha Hale Ocean View Maui Condo In Ocean Front/Beach Resort Swim with Turtles!
Property grounds

15. 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 NZ$1,328
includes taxes & fees
17 Aug - 18 Aug
Incredible OCEANFRONT condo with a view of Molokai! Royal Kahana 309
On the beach

16. Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER
3.5 star property
Lahaina
9.0 out of 10, Wonderful, (1,855 reviews)
"Wonderful Beach and right next door to kapalua!"
United States
joe
The price is NZ$590
includes taxes & fees
30 Aug - 31 Aug
Napili Shores Maui by OUTRIGGER
Outdoor dining

17. 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, (90 reviews)
"Overall a 4/5 experience! I would stay here again without a doubt. Simple check-in process, attentive host, great ocean views, and a well equipped condo. The only drawback I can think of was in regards to some of the aging furnishings. "
United States
Timo S.
The price is NZ$660
includes taxes & fees
17 Aug - 18 Aug
Beautiful Ocean and Outer Island Views! See Whales in season!
A heated pool

18. Royal Kahana 217 | Ocean View Studio Between KaŹ»anapali & Kapalua

Royal Kahana 217 | Ocean View Studio Between KaŹ»anapali & Kapalua
Lahaina
9.4 out of 10, Exceptional, (23 reviews)
"The view was fantastic for sunset."
United States
Lauren M.
The price is NZ$921
includes taxes & fees
22 Aug - 23 Aug
Royal Kahana 217 | Ocean View Studio Between KaŹ»anapali & Kapalua
On the beach

19. 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 NZ$1,361
includes taxes & fees
17 Aug - 18 Aug
Ultra Modern/Coastal-Remodel, Oceanview, AC - Napili Shores G154
Beach nearby, white sand, beach towels

20. Napili Village Hotel

Napili Village Hotel
3.0 star property
Lahaina
9.0 out of 10, Wonderful, (218 reviews)
"Great stay, thank you"
United States
Elizabeth
The price is NZ$624
includes taxes & fees
2 Sept - 3 Sept
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

Kahana Falls Maui

Kahana Falls Maui

8/10 Good
"Lovely stay in a great location We stayed at Kahana Falls for four nights and overall had a lovely stay. The hotel was clean, in a good location and had everything we needed. The property is an older hotel, so the rooms and facilities are a little dated, including the TVs, but everything was functional and comfortable. The front desk staff were mostly warm and welcoming, although our initial check-in interaction with a staff member was not particularly positive. After that, our interactions with staff were generally pleasant. One thing to be aware of is that housekeeping is not provided for stays of four nights or less. However, the hotel was happy to provide a daily towel exchange when requested, which was appreciated. We had no concerns regarding safety or security during our stay. Overall, it was a clean, comfortable and convenient place to stay, and we would happily stay here again."
Lauren 4-night trip
Posted 8 hours ago
Kahana Falls Maui

Find out more about Kalaupapa

Everything you need to know about Kalaupapa holiday rentals

Whether youā€™re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, weā€™ve got the Kalaupapa holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and onā€¦ 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.Ā 

Kalaupapa holiday 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 months, such as Ā . For more hustle and bustle, you may prefer to visit in .Ā 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Kalaupapa holiday rental often works out to be a fantastic, cost-effective option for groupsĀ andĀ families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.ā€Æ The selection of Kalaupapa holiday rentals we have selected for you start as low as NZ$486 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Kalaupapa rentals

At Expedia, we put the best Kalaupapa holiday 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.Ā 

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 holiday.

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.Ā 

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 of 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.