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

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 S$327
includes taxes & fees
16 May - 17 May
Napili Village Hotel

Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (4,097 reviews)
"Pools were great had available seating and kids loved the waterfall and hot tub."
United States
Doreen
The price is S$518
includes taxes & fees
17 May - 18 May
Aston Kaanapali Shores

Napili Sunset on the Beach

Napili Sunset on the Beach
2.5 star property
Lahaina
9.2 out of 10, Wonderful, (654 reviews)
"Clean room amd friendly staff."
United States
Chris
The price is S$425
includes taxes & fees
22 May - 23 May
Napili Sunset on the Beach

Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER
3.5 star property
Lahaina
9.0 out of 10, Wonderful, (1,794 reviews)
"Everything was perfect! Will come back again"
United States
Alla
The price is S$359
includes taxes & fees
29 May - 30 May
Napili Shores Maui by OUTRIGGER

Kuleana Club - 715

Kuleana Club - 715
3.5 star property
Lahaina
Kuleana Club - 715

Kuleana Club - 701

Kuleana Club - 701
3.5 star property
Lahaina
The price is S$621
includes taxes & fees
28 May - 29 May
Kuleana Club - 701

Sands Of Kahana 282 2 Bedroom Condo by RedAwning

Sands Of Kahana 282 2 Bedroom Condo by RedAwning
4.5 star property
Lahaina
The price is S$2,702
includes taxes & fees
26 May - 27 May
Sands Of Kahana 282 2 Bedroom Condo by RedAwning

Kuleana Club - 712

Kuleana Club - 712
3.5 star property
Lahaina
The price is S$692
includes taxes & fees
22 May - 23 May
Kuleana Club - 712

Hale Mahina B304

Hale Mahina B304
3.0 star property
Lahaina
The price is S$1,513
includes taxes & fees
16 May - 17 May
Hale Mahina B304

Sands of Kahana Resort by KBM

Sands of Kahana Resort by KBM
4.0 star property
Lahaina
The price is S$6,621
includes taxes & fees
16 May - 17 May
Sands of Kahana Resort by KBM

Kuleana Club - 315

Kuleana Club - 315
3.5 star property
Lahaina
The price is S$613
includes taxes & fees
29 May - 30 May
Kuleana Club - 315

Oceanfront Maui Condo

Oceanfront Maui Condo
2.0 star property
Lainaina
The price is S$720
includes taxes & fees
16 May - 17 May
Oceanfront Maui Condo

Kuleana Club - 707

Kuleana Club - 707
3.0 star property
Lahaina
The price is S$641
includes taxes & fees
22 May - 23 May
Kuleana Club - 707

Papakea H107 1 bedroom, 1 bath OceanView 1 Condo by RedAwning

Papakea H107 1 bedroom, 1 bath OceanView 1 Condo by RedAwning
3.5 star property
Lahaina
The price is S$1,773
includes taxes & fees
17 May - 18 May
Papakea H107 1 bedroom, 1 bath OceanView 1 Condo by RedAwning

Kaanapali Shores #159 2 Bedroom Condo by RedAwning

Kaanapali Shores #159 2 Bedroom Condo by RedAwning
3.5 star property
Lahaina
The price is S$1,459
includes taxes & fees
16 May - 17 May
Kaanapali Shores #159 2 Bedroom Condo by RedAwning

Maui Kai 908 Oceanfront 1 Bedroom 1 Condo by RedAwning

Maui Kai 908 Oceanfront 1 Bedroom 1 Condo by RedAwning
3.5 star property
Lahaina
The price is S$1,947
includes taxes & fees
2 Jun - 3 Jun
Maui Kai 908 Oceanfront 1 Bedroom 1 Condo by RedAwning

Napili Point C-12 - 2Br Condo

Napili Point C-12 - 2Br Condo
3.5 star property
Lahaina
The price is S$2,383
includes taxes & fees
28 May - 29 May
Napili Point C-12 - 2Br Condo

Kahana Sunset C7 2 Bedroom Condo by RedAwning

Kahana Sunset C7 2 Bedroom Condo by RedAwning
4.0 star property
Lahaina
The price is S$2,636
includes taxes & fees
22 May - 23 May
Kahana Sunset C7 2 Bedroom Condo by RedAwning

Valley Isle 1108b 2 Bedroom Condo by RedAwning

Valley Isle 1108b 2 Bedroom Condo by RedAwning
3.5 star property
Lahaina
10.0 out of 10, Exceptional, (1 review)
"The view to the ocean from our room was everything we wanted , beautiful property and would definitely book for next trip. Thank you 😊 "
United States
Sonia Isabel
The price is S$2,390
includes taxes & fees
23 May - 24 May
Valley Isle 1108b 2 Bedroom Condo by RedAwning

Valley Isle Resort by KBM

Valley Isle Resort by KBM
4.0 star property
Lahaina
9.0 out of 10, Wonderful, (4 reviews)
"Just an outstanding experience all the way through. We’ve stayed in other locations on Maui and I have to say this is our favorite. We plan to return again in the future."
United States
Gary Todd
The price is S$2,924
includes taxes & fees
21 May - 22 May
Valley Isle Resort by KBM
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

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.