Photo by Lisa A Schmidt

Kalaupapa Vacation Rentals

Start date: Check-in selected.
To Date
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
17 Oct - 19 Oct
In one month
31 Oct - 2 Nov
In two months
28 Nov - 30 Nov
In three months
26 Dec - 28 Dec

Vacation Rentals in Kalaupapa

Aston Kaanapali Shores
Exterior

Aston Kaanapali Shores

3.5 star property
8.6 out of 10, Excellent, (3759)
"We had an amazing stay and cannot wait to book our next vacation with them!!"
The price is RM1,111
RM1,436 total
includes taxes & fees
28 Oct - 29 Oct
Aston Kaanapali Shores
Kahana Falls Maui by VRI Americas
Living area

Kahana Falls Maui by VRI Americas

3.5 star property
8.0 out of 10, Very good, (930)
"rooms were nice , clean, staff was friendly "
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, (1668)
"The location was great to restaurants and the beach."
The price is RM1,212
RM1,430 total
includes taxes & fees
13 Oct - 14 Oct
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, (1384)
"Everything was excellent "
Aston at Papakea Resort
Kapalua Villas Maui
1 bedroom, in-room safe, individually decorated, individually furnished

Kapalua Villas Maui

4.0 star property
8.8 out of 10, Excellent, (953)
"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 RM972
RM3,386 total
includes taxes & fees
28 Oct - 29 Oct
Kapalua Villas Maui
Aston Mahana at Kaanapali
Outdoor pool

Aston Mahana at Kaanapali

3.5 star property
9.0 out of 10, Wonderful, (1662)
"Friendly staff, amazing rooms and beautiful views"
Aston Mahana at Kaanapali
The Gardens at West Maui
Iron/ironing board, free WiFi

The Gardens at West Maui

3.0 star property
8.4 out of 10, Very good, (500)
"Great for family! "
The Gardens at West Maui
Kahana Beach Vacation Club
Living area

Kahana Beach Vacation Club

3.0 star property
8.4 out of 10, Very good, (721)
"Great place to stay "
Kahana Beach Vacation Club
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, (139)
"Beautiful place, great for vacation with kids "
Castle Napili Surf Beach Resort
AEI at Kaanapali Shores
Exterior

AEI at Kaanapali Shores

4.0 star property
8.8 out of 10, Excellent, (470)
"Clean, comfy,friendly staff, close to stores and beaches"
AEI at Kaanapali Shores
AEI at The Mahana Kaanapali Resort
Outdoor pool, pool umbrellas, pool loungers

AEI at The Mahana Kaanapali Resort

4.0 star property
8.8 out of 10, Excellent, (281)
"Great location and facilities "
AEI at The Mahana Kaanapali Resort
Royal Kahana Maui by OUTRIGGER
Living area

Royal Kahana Maui by OUTRIGGER

3.0 star property
8.0 out of 10, Very good, (1388)
"Our condo was absolutely stunning, and just as pictured. Staff was amazing. Will definitely come back. "
The price is RM2,150
RM4,394 total
includes taxes & fees
28 Oct - 29 Oct
Royal Kahana Maui by OUTRIGGER
Sands of Kahana
Outdoor pool

Sands of Kahana

3.0 star property
8.2 out of 10, Very good, (447)
"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, (115)
"Great place "
The price is RM729
RM860 total
includes taxes & fees
1 Oct - 2 Oct
Napili Village Hotel
Castle at Moloka'i Shores
Property grounds

Castle at Moloka'i Shores

3.0 star property
7.2 out of 10, Good, (168)
"No AC - was HOT Staff very friendly "
Castle at Moloka'i Shores
Napili Point by KBM
View from room

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
Sun deck

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 RM1,187
RM1,401 total
includes taxes & fees
30 Sept - 1 Oct
Napili Sunset on the Beach
Maui Kai
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
AEI at Papakea Resort Maui
Sports facility

AEI at Papakea Resort Maui

3.5 star property
8.6 out of 10, Excellent, (90)
"It was a nice quiet place with great ocean views."
AEI at Papakea Resort Maui
Kapalua Bay Villas by KBM
View from room

Kapalua Bay Villas by KBM

4.5 star property
9.8 out of 10, Exceptional, (11)
"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.
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 Ritz-Carlton Maui, Kapalua

The Ritz-Carlton Maui, Kapalua

10/10 Excellent
"5-star service at a 5-star hotel. Outstanding. We will not hesitate to return again. Magnificent experience. They delivered beyond expectations. Thanks, Ritz-Carlton Kapalua! Well done."
John 9-night trip
Posted 2 days ago
The Ritz-Carlton Maui, Kapalua

Find out more about Kalaupapa

Find out more about Kalaupapa

Search for holiday rentals in Kalaupapa on Expedia.co.uk! 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 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.