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Our top choices for Kalaupapa holiday rentals

Kuleana Club - 306

Kuleana Club - 306
3.0 star property
Lahaina
The price is ₹25,068
₹66,866 total
includes taxes & fees
8 Jan - 9 Jan 2026
Kuleana Club - 306

Napili Village Hotel

Napili Village Hotel
3.0 star property
Lahaina
9.0 out of 10, Wonderful, (146)
"Exactly what we were looking for! Close walking distance to beach and dining!"
United States
Tessa
The price is ₹25,775
₹30,598 total
includes taxes & fees
19 Jan - 20 Jan 2026
Napili Village Hotel

Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (3929)
"Loved the 2 pools and 2 hot tub, staff is great…thank you!"
United States
Candida
The price is ₹25,758
₹33,227 total
includes taxes & fees
1 Jan - 2 Jan 2026
Aston Kaanapali Shores

Napili Sunset on the Beach

Napili Sunset on the Beach
2.5 star property
Lahaina
9.2 out of 10, Wonderful, (647)
"Location was excellent"
United States
Polly
The price is ₹25,263
₹29,991 total
includes taxes & fees
1 Jan - 2 Jan 2026
Napili Sunset on the Beach

Kahana Sunset C7 2 Bedroom Condo by RedAwning

Kahana Sunset C7 2 Bedroom Condo by RedAwning
4.0 star property
Lahaina
The price is ₹38,108
₹124,269 total
includes taxes & fees
8 Jan - 9 Jan 2026
Kahana Sunset C7 2 Bedroom Condo by RedAwning

Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER
3.0 star property
Lahaina
9.0 out of 10, Wonderful, (1721)
"We really enjoyed the location for our 2nd stay at Napili Shores. "
United States
Mikael Christopher
The price is ₹35,850
₹42,558 total
includes taxes & fees
4 Jan - 5 Jan 2026
Napili Shores Maui by OUTRIGGER
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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Top Kalaupapa Hotel Reviews

Find out more about Kalaupapa

Holiday Rentals in 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 are some of the best holiday rentals that Kalaupapa has to offer?

Kapalua Golf Villas by KBM Resorts: This holiday home rental outside of Kalaupapa is located on the beach, and has an outdoor pool, a balcony and a BBQ 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 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.