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
14 Aug - 16 Aug
In two months
25 Sept - 27 Sept
In three months
23 Oct - 25 Oct
In four months
20 Nov - 22 Nov

Our top choices for Kalaupapa holiday rentals

On the beach, beach towels

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 HK$902
HK$2,930 total
includes taxes & fees
13 Aug - 14 Aug
sweet escape - Moloka'i living
Property grounds

COCONUT COVE CONDO–Molokai Shores 303

COCONUT COVE CONDO–Molokai Shores 303
Kaunakakai
8.6 out of 10, Excellent, (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 HK$1,176
HK$2,902 total
includes taxes & fees
2 Aug - 3 Aug
COCONUT COVE CONDO–Molokai Shores 303
Exterior

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 HK$1,874
HK$5,787 total
includes taxes & fees
29 Jul - 30 Jul
2BR Ocean View w/Lanai and Kitchen - Molokai Shores 217
Property grounds

Modern Oceanfront W/Lanai and WiFi–Molokai Shores

Modern Oceanfront W/Lanai and WiFi–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 HK$1,347
HK$4,580 total
includes taxes & fees
24 Aug - 25 Aug
Modern Oceanfront W/Lanai and WiFi–Molokai Shores
Sun-loungers, beach towels

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 HK$314
HK$2,305 total
includes taxes & fees
1 Aug - 2 Aug
Efficiency
Pool

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 HK$882
HK$2,545 total
includes taxes & fees
1 Aug - 2 Aug
Ocean Front-Unobstructed Views- Beautiful Upgraded Condo
Books

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 HK$3,333
HK$6,256 total
includes taxes & fees
20 Aug - 21 Aug
Rustic retreat with panoramic views at Pu'u O Hoku Ranch
On the beach

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)
"We didn’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 sex…no so pleasant. "
Canada
Jason S.
The price is HK$925
HK$6,169 total
includes taxes & fees
31 Jul - 1 Aug
Garden View Second Floor Studio at Napili Shores – Steps to Napili Bay D229
Property grounds

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 HK$698
HK$5,982 total
includes taxes & fees
30 Jul - 31 Jul
Incredible OCEANFRONT condo with a view of Molokai! Royal Kahana 309
Pool

Aston Kaanapali Shores | Oceanfront Resort Amenities

Aston Kaanapali Shores | Oceanfront Resort Amenities
Kaanapali
The price is HK$1,953
HK$2,597 total
includes taxes & fees
30 Jul - 31 Jul
Aston Kaanapali Shores | Oceanfront Resort Amenities
Property grounds

Gorgeous Napili Shores G258 Newly remodeled Studio Condo

Gorgeous Napili Shores G258 Newly remodeled Studio Condo
lahaina
10.0 out of 10, Exceptional, (12 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 HK$1,098
HK$6,409 total
includes taxes & fees
3 Aug - 4 Aug
Gorgeous Napili Shores G258 Newly remodeled Studio Condo
TV

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 HK$745
HK$6,049 total
includes taxes & fees
30 Jul - 31 Jul
OCEANFRONT 1 Bdrm Condo next to the water! Air conditioned - Kaleialoha 209
A heated pool

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, (23 reviews)
"The view was fantastic for sunset."
United States
Lauren M.
The price is HK$928
HK$4,384 total
includes taxes & fees
4 Aug - 5 Aug
Oceanfront studio w/ lanai and beach access in Kahana
Property grounds

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 HK$1,023
HK$3,728 total
includes taxes & fees
31 Jul - 1 Aug
Aloha Hale Ocean View Maui Condo In Ocean Front/Beach Resort Swim with Turtles!
On the beach

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 HK$965
HK$6,243 total
includes taxes & fees
30 Jul - 31 Jul
Ultra Modern/Coastal-Remodel, Oceanview, AC - Napili Shores G154
Aerial view

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, (57 reviews)
"Beautiful condo in a beautiful location! We will definitely stay here again. "
United States
Amy L.
The price is HK$1,631
HK$7,495 total
includes taxes & fees
5 Aug - 6 Aug
OCEANVIEW, 1 bed/1 bath condo at the exclusive gated Kapalua Bay Villa 32G4!
On the beach

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 HK$1,059
HK$6,483 total
includes taxes & fees
30 Jul - 31 Jul
Fabulous Oceanfront Retreat at Kuleana 622 3rd Floor Condo A/C
Outdoor dining

Oceanfront Kapalua Bay Villa 23G1 Gated Coastal Elegance

Oceanfront Kapalua Bay Villa 23G1 Gated Coastal Elegance
Lahaina
9.6 out of 10, Exceptional, (74 reviews)
"Lovely stay at a beautiful property "
United States
Steve G.
The price is HK$1,600
HK$7,513 total
includes taxes & fees
12 Aug - 13 Aug
Oceanfront Kapalua Bay Villa 23G1 Gated Coastal Elegance
Outdoor dining

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 HK$776
HK$3,132 total
includes taxes & fees
30 Jul - 31 Jul
Beautiful Ocean and Outer Island Views! See Whales in season!
BBQ/picnic Area

Kuleana Club - 509

Kuleana Club - 509
3.5 star property
Lahaina
The price is HK$1,101
HK$2,936 total
includes taxes & fees
30 Jul - 31 Jul
Kuleana Club - 509
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

The Mauian - Boutique Beach Studios on Napili Bay

The Mauian - Boutique Beach Studios on Napili Bay

10/10 Excellent
"The Mauian was fantastic. Highly suggest this place. Access to the beach was really close. Everything was super clean. Everybody was super nice. Definitely will come back."
brandon 4-night trip
Posted 13 hours ago
The Mauian - Boutique Beach Studios on Napili Bay

Find out more about Kalaupapa

Search for holiday rentals in Kalaupapa on Expedia! You can easily find your home rentals, villas, holiday apartments in Kalaupapa using one of the methods below:

  • View our selection of featured holiday rentals in Kalaupapa
  • Use the map to find apartments and other holiday homes in the Kalaupapa neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Kalaupapa while they last

Look no further and take a look at our great range of rental properties in Kalaupapa!

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 Molokaʻi 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.