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Kalaupapa Holiday Rentals

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Holiday Rentals in Kalaupapa

Aston Kaanapali Shores

3.5 star property
8.6 out of 10, Excellent, (3782)
"Great stay"
The price is S$574
includes taxes & fees
25 Oct - 26 Oct
Aston Kaanapali Shores

Napili Shores Maui by OUTRIGGER

3.0 star property
9.0 out of 10, Wonderful, (1672)
"awesome stay!"
The price is S$410
includes taxes & fees
24 Oct - 25 Oct
Napili Shores Maui by OUTRIGGER

Kahana Falls Maui by VRI Americas

3.5 star property
8.0 out of 10, Very good, (937)
"rooms were nice , clean, staff was friendly "
Kahana Falls Maui by VRI Americas

Aston Mahana at Kaanapali

3.5 star property
9.0 out of 10, Wonderful, (1668)
"Great views and amazing beach to snorkel "
Aston Mahana at Kaanapali

Aston at Papakea Resort

3.0 star property
8.2 out of 10, Very good, (1384)
"Everything was excellent "
Aston at Papakea Resort

AEI at Kaanapali Shores

4.0 star property
8.8 out of 10, Excellent, (478)
"Great vibes and amenities."
AEI at Kaanapali Shores

Kahana Beach Vacation Club

3.0 star property
8.4 out of 10, Very good, (725)
"Great place to stay "
Kahana Beach Vacation Club

Kapalua Villas Maui

4.0 star property
8.8 out of 10, Excellent, (954)
"Everything about this property was amazing. We loved the stag and the facilities. The pools were amazing and easy beach access allowed you to be in the water in 5 minutes. There was a grocery store right across the street making it very easy to grab anything you may need. We did try the food trucks one time (average plate was $25 which got you food court quality and portion size at any mall.)"
The price is S$1,026
includes taxes & fees
6 Nov - 7 Nov
Kapalua Villas Maui

The Gardens at West Maui

3.0 star property
8.6 out of 10, Excellent, (502)
"Great for family! "
The Gardens at West Maui

Castle Napili Surf Beach Resort

3.5 star property
9.8 out of 10, Exceptional, (141)
"The property was just steps away from one of the most beautiful beaches. The staff was friendly and very accommodating. The rooms were clean and in good condition, but highly recommend staying here."
Castle Napili Surf Beach Resort

Napili Village Hotel

3.0 star property
8.8 out of 10, Excellent, (116)
"Great place "
The price is S$283
includes taxes & fees
9 Oct - 10 Oct
Napili Village Hotel

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. "
Royal Kahana Maui by OUTRIGGER

Sands of Kahana

3.0 star property
8.2 out of 10, Very good, (448)
"Great pool and beautiful beach "
Sands of Kahana

AEI at The Mahana Kaanapali Resort

4.0 star property
8.8 out of 10, Excellent, (283)
"Great spot"
AEI at The Mahana Kaanapali Resort

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

Kahana Villa

3.0 star property
8.0 out of 10, Very good, (349)
" Great stay!!! Easy and quiet place next to beach.Feels like home"
Kahana Villa

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

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 S$428
includes taxes & fees
9 Oct - 10 Oct
Napili Sunset on the Beach

AEI at Papakea Resort Maui

3.5 star property
8.6 out of 10, Excellent, (91)
"It was a nice quiet place with great ocean views."
AEI at Papakea Resort Maui

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
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.
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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?

Explore the area and family-friendly sights such as Coffees of Hawaii Plantation Store, or get out into nature at a spot like Kalaupapa National Historical Park. 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.