Photo by Lisa A Schmidt

Kalaupapa Vacation Rentals

Start date: Check-in selected.
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Sep 19 - Sep 21
In one month
Oct 3 - Oct 5
In two months
Oct 31 - Nov 2
In three months
Nov 28 - Nov 30

Vacation Rentals in Kalaupapa

Our top choices for Kalaupapa vacation rentals

Aston Kaanapali Shores
Exterior

Aston Kaanapali Shores

3.5 star property
8.6 out of 10, Excellent, (3703)
"Great area and great place to stay"
The price is NT$5,145
NT$6,974 total
includes taxes & fees
Sep 7 - Sep 8
Aston Kaanapali Shores
Kahana Falls Maui by VRI Americas
Studio Suite | Living area | 45-inch TV with cable channels, DVD player

Kahana Falls Maui by VRI Americas

3.5 star property
8.0 out of 10, Very Good, (920)
"Great Aloha spirit and a great location and pool."
Kahana Falls Maui by VRI Americas
Napili Shores Maui by OUTRIGGER
On the beach

Napili Shores Maui by OUTRIGGER

3.0 star property
9.0 out of 10, Wonderful, (1655)
"The location was great to restaurants and the beach."
The price is NT$9,093
NT$10,726 total
includes taxes & fees
Sep 18 - Sep 19
Napili Shores Maui by OUTRIGGER
Aston at Papakea Resort
Surfing/boogie boarding

Aston at Papakea Resort

3.0 star property
8.2 out of 10, Very Good, (1382)
"Everything was excellent "
Aston at Papakea Resort
Aston Mahana at Kaanapali
Outdoor pool

Aston Mahana at Kaanapali

3.5 star property
9.0 out of 10, Wonderful, (1645)
"Excellent location"
Aston Mahana at Kaanapali
Kapalua Villas Maui
Villa, 1 Bedroom, Oceanfront (Bay 36B3 Gold ,1Bath) | 1 bedroom, in-room safe, individually decorated, individually furnished

Kapalua Villas Maui

4.0 star property
8.8 out of 10, Excellent, (952)
"The view of the ocean was great and I was happy just to be there. It was old and a little poorly built, windows or doors were hard to open, etc. Some renovated parts were comfortable. The dryer was broken, which was inconvenient, but housekeeping provided new towels daily and offered to do laundry for free. Cooking utensils were very well stocked"
The price is NT$7,072
NT$24,625 total
includes taxes & fees
Oct 3 - Oct 4
Kapalua Villas Maui
Kahana Beach Vacation Club
Standard Room, 1 Bedroom | Living area | 55-inch flat-screen TV with cable channels

Kahana Beach Vacation Club

3.0 star property
8.4 out of 10, Very Good, (710)
"Great place to stay "
Kahana Beach Vacation Club
AEI at Kaanapali Shores
Exterior

AEI at Kaanapali Shores

4.0 star property
8.8 out of 10, Excellent, (436)
"Great location and good beachfront!"
AEI at Kaanapali Shores
AEI at The Mahana Kaanapali Resort
Outdoor pool, pool umbrellas, sun loungers

AEI at The Mahana Kaanapali Resort

4.0 star property
8.8 out of 10, Excellent, (273)
"Great location and facilities "
AEI at The Mahana Kaanapali Resort
The Gardens at West Maui
Suite, 1 Bedroom | Iron/ironing board, free WiFi

The Gardens at West Maui

3.0 star property
8.4 out of 10, Very Good, (494)
"Kapalua Beach is just walking distance from the hotel. Staff are very friendly and nice. Would recommend staying there for a couple of days. "
The Gardens at West Maui
Castle Napili Surf Beach Resort
On the beach, white sand

Castle Napili Surf Beach Resort

3.5 star property
9.8 out of 10, Exceptional, (138)
"Beautiful place, great for vacation with kids "
Castle Napili Surf Beach Resort
Royal Kahana Maui by OUTRIGGER
Condo, 2 Bedrooms, 2 Bathrooms, Oceanfront (Unit 1110) | Living area | 65-inch Smart TV with cable channels

Royal Kahana Maui by OUTRIGGER

3.0 star property
8.0 out of 10, Very Good, (1385)
"Had a great time"
Royal Kahana Maui by OUTRIGGER
Sands of Kahana
Outdoor pool

Sands of Kahana

3.0 star property
8.2 out of 10, Very Good, (444)
"Great pool and beautiful beach "
Sands of Kahana
Napili Village Hotel
Beach nearby, white sand, beach towels

Napili Village Hotel

3.0 star property
8.8 out of 10, Excellent, (114)
"Great place "
The price is NT$5,888
NT$6,946 total
includes taxes & fees
Sep 5 - Sep 6
Napili Village Hotel
Napili Point by KBM
Condo, 2 Bedrooms, Balcony, Oceanfront (NAP-C31) | Terrace/patio

Napili Point by KBM

4.0 star property
9.6 out of 10, Exceptional, (13)
"The location was great for us. Peaceful and close enough to Napili Bay and the coastal trail. A lot of places on Napili Bay have AC issues but our condo was perfect the entire trip!"
Napili Point by KBM
Napili Sunset on the Beach
Sundeck

Napili Sunset on the Beach

2.5 star property
9.2 out of 10, Wonderful, (647)
"Rooms are very dated, although clean. "
The price is NT$8,634
NT$10,185 total
includes taxes & fees
Sep 5 - Sep 6
Napili Sunset on the Beach
Maui Kai
Basic Room, 1 Bedroom (Corner, Specific Unit May Vary) | Balcony view

Maui Kai

3.0 star property
9.2 out of 10, Wonderful, (425)
"It is quite and kind of tucked away from the other places the Views from our balcony was awesome. We had Mountains in the front and the ocean in the back. I would definitely stay there again."
Maui Kai
Castle at Moloka'i Shores
Property grounds

Castle at Moloka'i Shores

3.0 star property
7.2 out of 10, Good, (166)
"No AC - was HOT Staff very friendly "
Castle at Moloka'i Shores
AEI at Papakea Resort Maui
Sports facility

AEI at Papakea Resort Maui

3.5 star property
8.6 out of 10, Excellent, (87)
"On the beach practically. Good options of food nearby. Grocery store nearby. But would suggest hitting the costco before driving to the property. A food truck park is right next door with variety of options. Property is a bit on the older side but overall neat and clean. Plenty of parking on premise. No restaurant onsite but can goto food truck park or other close by restaurants including the ones in resort next door. "
AEI at Papakea Resort Maui
Kapalua Bay Villas by KBM
Condo (1 Bedroom) | Front of property

Kapalua Bay Villas by KBM

4.5 star property
9.6 out of 10, Exceptional, (10)
"We thoroughly enjoyed our stay at the villa. The view was stunning, the amenities were excellent, and the area felt safe and peaceful. We were able to walk to the beach and watch seabirds nearby."
Kapalua Bay Villas 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
Sign in
Sign up, it's free

Top Kalaupapa Hotel Reviews

Kahana Beach Vacation Club

Kahana Beach Vacation Club

10/10 Excellent
"Well its Molokai, so of course its beautiful. The stay is very nice, beautifull Ocean view, a short walk to a beautifull beach! All that is well and good. -- Better signage (lighted) . Larger numbers on buildings would help if you arrive at near dark like i did., all the buildings look the same, hard to locate small numbers on buildings, took about 30 minutes of searching , even after i found the grounds manager, she was very kind , took me around in golf cart to locate the unit. . So after im in, it very nice, very happy with location. Then i find there is no Wi-fi as described: KBR 2215, , Part of my visit to Hawaii is to look for house to buy, and i need the wifi for search, no wifi on phone either as the hosts server is non excistant. Also issuies with the remotes for tv dont work eithier( batteries dead) . The next thing was the toilet flush handle "
Thad 2-night trip
Posted 4 days ago
Kahana Beach Vacation Club

Find out more about Kalaupapa

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.