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
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Kalaupapa holiday rentals

Ocean Front-Unobstructed Views- Beautiful Upgraded Condo

Ocean Front-Unobstructed Views- Beautiful Upgraded Condo
Maunaloa
9.8 out of 10, Exceptional, (84 reviews)
"Great location. Newly remodeled. Was clean and great condition."
United States
Tristan
The price is NZ$534
includes taxes & fees
3 July - 4 July
Ocean Front-Unobstructed Views- Beautiful Upgraded Condo

sweet escape - Moloka'i living

sweet escape - Moloka'i living
Kaunakakai
9.6 out of 10, Exceptional, (24 reviews)
"The condo was very clean and private"
United States
Frank
The price is NZ$630
includes taxes & fees
3 July - 4 July
sweet escape - Moloka'i living

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$510
includes taxes & fees
24 July - 25 July
Efficiency

Molokai Island Retreat Wavecrest- Ocean Views

Molokai Island Retreat Wavecrest- Ocean Views
Kaunakakai
10.0 out of 10, Exceptional, (16 reviews)
"Great place"
United States
PATRICK C.
The price is NZ$584
includes taxes & fees
2 July - 3 July
Molokai Island Retreat Wavecrest- Ocean Views

ALOHA OceanFront Condo w.A/C, Molokai, Hawaii Watch whales Dec-April.

ALOHA OceanFront Condo w.A/C, Molokai, Hawaii Watch whales Dec-April.
Kaunakakai
9.2 out of 10, Wonderful, (119 reviews)
"Excellent views and sightlines for leaping whales."
United States
David K.
ALOHA OceanFront Condo w.A/C, Molokai, Hawaii Watch whales Dec-April.

COCONUT COVE CONDO–Molokai Shores 303

COCONUT COVE CONDO–Molokai Shores 303
Kaunakakai
8.8 out of 10, Excellent, (23 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$641
includes taxes & fees
6 July - 7 July
COCONUT COVE CONDO–Molokai Shores 303

Garden View Second Floor Studio at Napili Shores – Steps to Napili Bay D229

Garden View Second Floor Studio at Napili Shores – Steps to Napili Bay D229
Lahaina
9.8 out of 10, Exceptional, (31 reviews)
"This place was great, just what we needed for my wife and I trip. You won’t regret booking this place."
United States
Sean N.
The price is NZ$1,350
includes taxes & fees
2 July - 3 July
Garden View Second Floor Studio at Napili Shores – Steps to Napili Bay D229

Napili Village Hotel

Napili Village Hotel
3.0 star property
Lahaina
9.0 out of 10, Wonderful, (194 reviews)
The price is NZ$426
includes taxes & fees
7 July - 8 July
Napili Village Hotel

Renovated Studio Ka’anapali Shores | Pools, AC, Beach Access

Renovated Studio Ka’anapali Shores | Pools, AC, Beach Access
lahaina
9.6 out of 10, Exceptional, (20 reviews)
"It was a great resort We will be back for sure"
United States
Gregory M.
The price is NZ$1,338
includes taxes & fees
21 July - 22 July
Renovated Studio Ka’anapali Shores | Pools, AC, Beach Access

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, (272 reviews)
"Great place! Love it, easy parking, great location- mahalo "
United States
justin s.
The price is NZ$840
includes taxes & fees
2 July - 3 July
Aloha Hale Ocean View Maui Condo In Ocean Front/Beach Resort Swim with Turtles!

OCEANFRONT 1 Bdrm Condo next to the water! Air conditioned - Kaleialoha 209

OCEANFRONT 1 Bdrm Condo next to the water! Air conditioned - Kaleialoha 209
Lahaina
9.2 out of 10, Wonderful, (38 reviews)
"Good location, amazing views!"
United States
Amanda S.
The price is NZ$1,363
includes taxes & fees
2 July - 3 July
OCEANFRONT 1 Bdrm Condo next to the water! Air conditioned - Kaleialoha 209

Updated Studio, AC, steps to beach SPECIAL RATES JULY DUE TO CANCELATION

Updated Studio, AC, steps to beach SPECIAL RATES JULY DUE TO CANCELATION
Lahaina
9.8 out of 10, Exceptional, (151 reviews)
"Wonderful place to stay. Our host Evelyn very kindly allowed us to extend our stay with 0 issues after the recent Kona storm. We had a great time and experience - fully recommend. "
United States
MeMe C.
The price is NZ$601
includes taxes & fees
7 July - 8 July
Updated Studio, AC, steps to beach SPECIAL RATES JULY DUE TO CANCELATION

Stylish Oceanfront Kuleana 405 1BR Private Lanai, Sunset Views

Stylish Oceanfront Kuleana 405 1BR Private Lanai, Sunset Views
Lahaina
9.8 out of 10, Exceptional, (19 reviews)
"View was beautiful - quiet and peaceful place to visit"
United States
AlexSandra S.
Stylish Oceanfront Kuleana 405 1BR Private Lanai, Sunset Views

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 NZ$1,394
includes taxes & fees
8 July - 9 July
Fabulous Oceanfront Retreat at Kuleana 622 3rd Floor Condo A/C

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)
"The view every day was amazing. The condo was clean and well maintained."
United States
Diane D.
The price is NZ$1,367
includes taxes & fees
1 Aug - 2 Aug
Incredible OCEANFRONT condo with a view of Molokai! Royal Kahana 309

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$1,293
includes taxes & fees
6 July - 7 July
2BR Ocean View w/Lanai and Kitchen - Molokai Shores 217

Oceanfront studio w/ lanai and beach access in Kahana

Oceanfront studio w/ lanai and beach access in Kahana
Lahaina
9.4 out of 10, Exceptional, (22 reviews)
"The view was fantastic for sunset."
United States
Lauren M.
The price is NZ$980
includes taxes & fees
2 July - 3 July
Oceanfront studio w/ lanai and beach access in Kahana

BeachFront: MauiKai - WestMaui, Hawaii

BeachFront: MauiKai - WestMaui, Hawaii
Lahaina
9.2 out of 10, Wonderful, (44 reviews)
"Great location!"
United States
Ethan B.
The price is NZ$741
includes taxes & fees
23 July - 24 July
BeachFront: MauiKai - WestMaui, Hawaii

OCEANVIEW, 1 bed/1 bath condo at the exclusive gated Kapalua Bay Villa 32G4!

OCEANVIEW, 1 bed/1 bath condo at the exclusive gated Kapalua Bay Villa 32G4!
Lahaina
9.8 out of 10, Exceptional, (56 reviews)
"Beautiful condo in a beautiful location! We will definitely stay here again. "
United States
Amy L.
The price is NZ$1,701
includes taxes & fees
9 July - 10 July
OCEANVIEW, 1 bed/1 bath condo at the exclusive gated Kapalua Bay Villa 32G4!

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$727
includes taxes & fees
2 July - 3 July
Beautiful Ocean and Outer Island Views! See Whales in season!
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Kalaupapa Hotel Reviews

Find out more about Kalaupapa

Everything you need to know about Kalaupapa holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’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 on… and on!

There’s just as wide a choice of amenities, too. Maybe you’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. 

Kalaupapa holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Kalaupapa. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

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 groups and 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.  The selection of Kalaupapa holiday rentals we have selected for you start as low as NZ$426 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. You’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 want—and just like that, you’ve built your dream Kalaupapa holiday.

If you’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. 

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 Ironwood Hills Golf Club 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.