Kalaupapa Vacation 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
Jan 30 - Feb 1
In two months
Mar 13 - Mar 15
In three months
Apr 10 - Apr 12
In four months
May 8 - May 10

Our top choices for Kalaupapa vacation rentals

Terrace/patio

Papakea by KBM

Papakea by KBM
4.5 star property
Lahaina
10.0 out of 10, Exceptional, (1 review)
"Very nice property we enjoyed everything about it"
United States
Lorena
The price is P169,430
P225,651 total
includes taxes & fees
Jan 28 - Jan 29
Papakea by KBM
BBQ/picnic area

Kuleana Club - 509

Kuleana Club - 509
3.0 star property
Lahaina
The price is P10,979
P25,363 total
includes taxes & fees
Jan 22 - Jan 23
Kuleana Club - 509
Beach nearby, white sand, beach towels

Napili Village Hotel

Napili Village Hotel
3.0 star property
Lahaina
9.0 out of 10, Wonderful, (151 reviews)
"Exactly what we were looking for! Close walking distance to beach and dining!"
United States
Tessa
The price is P12,510
P14,851 total
includes taxes & fees
Jan 26 - Jan 27
Napili Village Hotel
Property amenity

Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (3,952 reviews)
"Good resort"
United States
Sumit
The price is P17,573
P22,622 total
includes taxes & fees
Jan 19 - Jan 20
Aston Kaanapali Shores
On the beach

Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER
3.0 star property
Lahaina
9.0 out of 10, Wonderful, (1,737 reviews)
"Beautiful and quiet piece of paradise. "
United States
Amy
The price is P21,312
P25,299 total
includes taxes & fees
Jan 31 - Feb 1
Napili Shores Maui by OUTRIGGER
Front of property

Kapalua Ridge Villas by KBM

Kapalua Ridge Villas by KBM
4.5 star property
Lahaina
10.0 out of 10, Exceptional, (5 reviews)
"I loved it here. Best trip I’ve ever taken. Clean, beautiful property. "
United States
Kaitlyn
The price is P124,924
P185,076 total
includes taxes & fees
Jan 26 - Jan 27
Kapalua Ridge Villas by KBM
In-room safe, iron/ironing board, free WiFi, bed sheets

Napili Sunset on the Beach

Napili Sunset on the Beach
2.5 star property
Lahaina
9.2 out of 10, Wonderful, (647 reviews)
"Location was excellent"
United States
Polly
The price is P16,687
P19,809 total
includes taxes & fees
Jan 27 - Jan 28
Napili Sunset on the Beach
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

Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER

10/10 Excellent
"We have been staying at Napili Shores for 20 years and love this boutique hotel!! Amazing location and wonderful staff !! Thank you for making this such a special place for us !! Highly recommend!"
Olivia 7-night trip
Posted 1 day ago
Napili Shores Maui by OUTRIGGER

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 vacation rental in Kalaupapa?

Yes, you can find vacation rentals near top sights in Kalaupapa, or you can choose a more remote option if you're looking for relaxation. 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 vacation home rentals in Kalaupapa?

Kapalua Golf Villas by KBM Resorts: This vacation home rental outside of Kalaupapa is located on the beach and has an outdoor pool, a balcony, and a barbecue grill 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 larger area.

What are vacation rentals like in Kalaupapa?

Vacation rentals are privately owned properties you can book for a couple days or more in Kalaupapa. Vacation rentals provide amenities like laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about a sanitized environment, a vacation rental can offer a sense of safety away from public hotel elevators and busy reception areas while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great choice for small groups.