Photo by Lisa A Schmidt

Kalaupapa Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • 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

Tonight
Nov 19 - Nov 20
Tomorrow
Nov 20 - Nov 21
This weekend
Nov 21 - Nov 23
Next weekend
Nov 28 - Nov 30

Vacation Rentals in Kalaupapa

Exterior
Aston Kaanapali Shores

Aparthotel in Lahaina

3.5 star property
8.6 out of 10, Excellent, (3867)
"Was a great place to stay"
United States
Christine
The price is P14,814
P19,213 total
includes taxes & fees
Nov 22 - Nov 23
Aston Kaanapali Shores
On the beach
Napili Shores Maui by OUTRIGGER

Aparthotel in Lahaina

3.0 star property
9.0 out of 10, Wonderful, (1698)
"Enjoyed our stay."
United States
MARTIN
The price is P18,819
P22,200 total
includes taxes & fees
Nov 22 - Nov 23
Napili Shores Maui by OUTRIGGER
Living area
Kahana Falls Maui by VRI Americas

Aparthotel in Lahaina

3.5 star property
8.0 out of 10, Very Good, (964)
"All of the above and good access to the beach ⛱️"
United States
Joshua
Kahana Falls Maui by VRI Americas
Living area
Kahana Beach Vacation Club

Condo in Lahaina

3.0 star property
8.4 out of 10, Very Good, (744)
"Room was clean & well stocked"
United States
Rebecca
Kahana Beach Vacation Club
Surfing/boogie boarding
Aston at Papakea Resort

Aparthotel in Lahaina

3.0 star property
8.2 out of 10, Very Good, (1393)
"Everything was great very good stay "
Canada
Paul
Aston at Papakea Resort
Outdoor pool
Sands of Kahana

Aparthotel in Lahaina

3.0 star property
8.2 out of 10, Very Good, (454)
"great time "
United States
Mario
Sands of Kahana
On the beach, white sand
Castle Napili Surf Beach Resort

Condo in Lahaina

3.5 star property
9.8 out of 10, Exceptional, (149)
"Perfect place 👌"
United States
rodrigo
Castle Napili Surf Beach Resort
Outdoor pool
Aston Mahana at Kaanapali

Aparthotel in Kaanapali

3.5 star property
9.0 out of 10, Wonderful, (1702)
"We will definitely stay here again. The room was clean and had everything we needed. The view was stunning."
United States
Randy
The price is P28,833
P35,752 total
includes taxes & fees
Dec 11 - Dec 12
Aston Mahana at Kaanapali
Iron/ironing board, free WiFi
The Gardens at West Maui

Condo in Lahaina

3.0 star property
8.4 out of 10, Very Good, (514)
"We stayed here for 4 days easy check in and check out process "
United States
Relda
The Gardens at West Maui
Beach nearby, white sand, beach towels
Napili Village Hotel

Aparthotel in Lahaina

3.0 star property
9.0 out of 10, Wonderful, (132)
"Exactly what we were looking for! Close walking distance to beach and dining!"
United States
Tessa
The price is P9,984
P11,777 total
includes taxes & fees
Dec 8 - Dec 9
Napili Village Hotel
1 bedroom, in-room safe, individually decorated, individually furnished
Kapalua Villas Maui

Aparthotel in Lahaina

4.0 star property
8.8 out of 10, Excellent, (957)
"Gorgeous property, the staff, beach, hiking close by, restaurants in area all were great. Room was spotless and we were able to check in early."
United States
Arturo
The price is P21,745
P56,916 total
includes taxes & fees
Dec 20 - Dec 21
Kapalua Villas Maui
Living area
Royal Kahana Maui by OUTRIGGER

Aparthotel in Lahaina

3.0 star property
8.0 out of 10, Very Good, (1395)
"Ocean views were stunning, staff were very helpful and very kind, apartment had all the essentials, definitely will be back"
Canada
PATTI
Royal Kahana Maui by OUTRIGGER
Exterior
AEI at Kaanapali Shores

Aparthotel in Lahaina

4.0 star property
8.8 out of 10, Excellent, (516)
"Gorgeous place "
United States
Paul
AEI at Kaanapali Shores
Tennis court
Kahana Villa

Condo in Lahaina

3.0 star property
8.0 out of 10, Very Good, (351)
" Great stay!!! Easy and quiet place next to beach.Feels like home"
United States
Jose
Kahana Villa
Property grounds
Castle at Moloka'i Shores

Condo in Kaunakakai

3.0 star property
7.2 out of 10, Good, (169)
"better clean room, "
United States
Ana Maria
Castle at Moloka'i Shores
Balcony view
Maui Kai

Condo in Lahaina

3.0 star property
9.2 out of 10, Wonderful, (426)
"Check in was a breeze. Front desk personnel were very professional, friendly and helpful in navigating the local area. "
United States
Robert
Maui Kai
Outdoor pool, pool umbrellas, sun loungers
AEI at The Mahana Kaanapali Resort

Aparthotel in Lahaina

4.0 star property
8.8 out of 10, Excellent, (297)
"Incredible stay as always at the Mahana! Cant beat the views anywhere! Can’t wait to return."
United States
Roy
AEI at The Mahana Kaanapali Resort
Beach/ocean view
Timeshare Two Bedroom in Maui

Villa in Lahaina

3.0 star property
Timeshare Two Bedroom in Maui
Sundeck
Napili Sunset on the Beach

Aparthotel in Lahaina

2.5 star property
9.2 out of 10, Wonderful, (647)
"Location was excellent"
United States
Polly
The price is P16,588
P19,567 total
includes taxes & fees
Nov 21 - Nov 22
Napili Sunset on the Beach
Sports facility
AEI at Papakea Resort Maui

Aparthotel in Lahaina

3.5 star property
8.6 out of 10, Excellent, (95)
"Staff were lovely and friendly. Complex was wonderful and the views from the unit were amazing. Convenient location for where we wanted to move around. Absolutely loved the stay at Papakea. "
United States
Liza
AEI at Papakea Resort Maui
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 Village Hotel

Napili Village Hotel

10/10 Excellent
"Exactly what we were looking for! Close walking distance to beach and dining!"
Tessa 1-night trip
Posted 3 days ago
Napili Village Hotel

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 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.