Holiday Rentals in Kalaupapa

  • 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

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 €682
includes taxes & fees
1 Jul - 2 Jul
Garden View Second Floor Studio at Napili Shores – Steps to Napili Bay D229

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 €304
includes taxes & fees
1 Jun - 2 Jun
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.
Efficiency

Molokai Island Retreat Wavecrest- Ocean Views

Molokai Island Retreat Wavecrest- Ocean Views
Kaunakakai
10.0 out of 10, Exceptional, (15 reviews)
"Great place"
United States
PATRICK C.
The price is €282
includes taxes & fees
1 Jun - 2 Jun
Molokai Island Retreat Wavecrest- Ocean Views

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 €265
includes taxes & fees
4 Jun - 5 Jun
Ocean Front-Unobstructed Views- Beautiful Upgraded Condo

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, (271 reviews)
"enjoyed our stay "
United States
Alicia H.
The price is €408
includes taxes & fees
3 Jun - 4 Jun
Aloha Hale Ocean View Maui Condo In Ocean Front/Beach Resort Swim with Turtles!

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)
"Beautiful studio with everything you need. We would happily stay there again!"
United States
Lora D.
The price is €567
includes taxes & fees
1 Jun - 2 Jun
Luxury Oceanfront Studio at Napili Shores A203 View of Lanai and Molokai

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 price is €338
includes taxes & fees
1 Jun - 2 Jun
The Napili Bay, Steps to Sand, Studio, King bed, Remodeled in June of 2023

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, (44 reviews)
"The view every day was amazing. The condo was clean and well maintained."
United States
Diane D.
The price is €676
includes taxes & fees
1 Jun - 2 Jun
Incredible OCEANFRONT condo with a view of Molokai! Royal Kahana 309

Napili Village Hotel

Napili Village Hotel
3.0 star property
Lahaina
9.0 out of 10, Wonderful, (183 reviews)
"The property is beautiful and located just steps away from the beach."
United States
Patricia
The price is €234
includes taxes & fees
2 Jun - 3 Jun
Napili Village Hotel

COCONUT COVE CONDO–Molokai Shores 303

COCONUT COVE CONDO–Molokai Shores 303
Kaunakakai
8.8 out of 10, Excellent, (22 reviews)
"Clean spacious condo with great amenities."
United States
Matthew A.
The price is €321
includes taxes & fees
2 Jun - 3 Jun
COCONUT COVE CONDO–Molokai Shores 303

Updated Napili Shores Studio King Bed A/C Walk to Napili Bay

Updated Napili Shores Studio King Bed A/C Walk to Napili Bay
Lahaina
9.8 out of 10, Exceptional, (149 reviews)
"Good communication, great location, comfortable bed and convenient layout "
United States
Aliyah K.
The price is €327
includes taxes & fees
1 Jun - 2 Jun
Updated Napili Shores Studio King Bed A/C Walk to Napili Bay

Gorgeous Napili Shores G258 Newly remodeled Studio Condo

Gorgeous Napili Shores G258 Newly remodeled Studio Condo
lahaina
10.0 out of 10, Exceptional, (10 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 €512
includes taxes & fees
4 Jun - 5 Jun
Gorgeous Napili Shores G258 Newly remodeled Studio Condo

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 €658
includes taxes & fees
1 Jun - 2 Jun
OCEANFRONT 1 Bdrm Condo next to the water! Air conditioned - Kaleialoha 209

Snorkel, Relax, Explore – 2BR Oceanfront Condo Between Napili and Kapalua

Snorkel, Relax, Explore – 2BR Oceanfront Condo Between Napili and Kapalua
Lahaina
9.2 out of 10, Wonderful, (106 reviews)
"Nice ocean front view! Condo did look nicer in the pictures posted. "
United States
Elissa L.
The price is €906
includes taxes & fees
6 Jun - 7 Jun
Snorkel, Relax, Explore – 2BR Oceanfront Condo Between Napili and Kapalua

Oceanview 1 Bd 1ba Napili Shores F147 - AC, King bed, ground floor

Oceanview 1 Bd 1ba Napili Shores F147 - AC, King bed, ground floor
lahaina
9.8 out of 10, Exceptional, (36 reviews)
"Great location, cute place to stay and the host had great communication. "
United States
Richelle C.
The price is €546
includes taxes & fees
3 Jun - 4 Jun
Oceanview 1 Bd 1ba Napili Shores F147 - AC, King bed, ground floor

Spacious Studio/Spectacular Ocean View/Pool/Gym

Spacious Studio/Spectacular Ocean View/Pool/Gym
Lahaina
9.8 out of 10, Exceptional, (52 reviews)
"Kimberly was wonderful at communicating ahead of time, during our stay she welcomed us, and had wonderful ideas of what to do in the area. We loved our stay!"
United States
Stacy N.
The price is €326
includes taxes & fees
7 Jun - 8 Jun
Spacious Studio/Spectacular Ocean View/Pool/Gym

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, (54 reviews)
"Beautiful condo in a beautiful location! We will definitely stay here again. "
United States
Amy L.
The price is €844
includes taxes & fees
1 Jun - 2 Jun
OCEANVIEW, 1 bed/1 bath condo at the exclusive gated Kapalua Bay Villa 32G4!

170/170 10/10-STAR REVIEWS. Maui Magic A206 AC BEACHFRONT OCEAN VIEWS Napili Bay

170/170 10/10-STAR REVIEWS. Maui Magic A206 AC BEACHFRONT OCEAN VIEWS Napili Bay
Lahaina
10.0 out of 10, Exceptional, (170 reviews)
"Couldn’t believe the view! Perfect location, easy access to beach and pool, small but so comfortable and perfect for myself and my two kids (11 and 8). Thank you for sharing your home. Mahalo!"
United States
Daniel S.
The price is €202
includes taxes & fees
3 Jun - 4 Jun
170/170 10/10-STAR REVIEWS. Maui Magic A206 AC BEACHFRONT OCEAN VIEWS Napili Bay

Luxury Oceanfront Studio at Napili Shores, Renovated|Direct Ocean Views | AC

Luxury Oceanfront Studio at Napili Shores, Renovated|Direct Ocean Views | AC
Lahaina
9.8 out of 10, Exceptional, (65 reviews)
"Perfect place to stay! We thoroughly enjoyed our stay! "
United States
Andrew P.
The price is €567
includes taxes & fees
3 Jun - 4 Jun
Luxury Oceanfront Studio at Napili Shores, Renovated|Direct Ocean Views | AC
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, apart-hotels, 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 €234 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 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 RW Meyer Sugar Mill 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.