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Kalaupapa Holiday Rentals

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Our top choices for Kalaupapa holiday rentals

Aparthotel in Lahaina

Aston Kaanapali Shores
3.5 star property
8.8 out of 10, Excellent, (3,944 reviews)
"Good resort"
United States
Sumit
The price is S$571
includes taxes & fees
13 Jan - 14 Jan
Aston Kaanapali Shores

Aparthotel in Lahaina

Napili Sunset on the Beach
2.5 star property
9.2 out of 10, Wonderful, (647 reviews)
"Location was excellent"
United States
Polly
The price is S$430
includes taxes & fees
13 Jan - 14 Jan
Napili Sunset on the Beach

Aparthotel in Lahaina

Napili Shores Maui by OUTRIGGER
3.0 star property
9.0 out of 10, Wonderful, (1,732 reviews)
"We really enjoyed the location for our 2nd stay at Napili Shores. "
United States
Mikael Christopher
The price is S$564
includes taxes & fees
13 Jan - 14 Jan
Napili Shores Maui by OUTRIGGER

Aparthotel in Lahaina

Napili Village Hotel
3.0 star property
9.0 out of 10, Wonderful, (151 reviews)
"Exactly what we were looking for! Close walking distance to beach and dining!"
United States
Tessa
The price is S$395
includes taxes & fees
25 Jan - 26 Jan
Napili Village Hotel

Apartment in Lahaina

Kapalua Ridge Villas by KBM
4.5 star property
10.0 out of 10, Exceptional, (5 reviews)
"I loved it here. Best trip I’ve ever taken. Clean, beautiful property. "
United States
Kaitlyn
The price is S$3,371
includes taxes & fees
13 Jan - 14 Jan
Kapalua Ridge Villas by KBM

Condo resort in Lahaina

Kuleana Club - 307
3.0 star property
9.0 out of 10, Wonderful, (2 reviews)
"Very clean room. Helpful staff. Great pool area and beautiful landscaping"
Canada
Mike
Kuleana Club - 307

Condo resort in Lahaina

Kuleana Club - 509
3.0 star property
The price is S$608
includes taxes & fees
22 Jan - 23 Jan
Kuleana Club - 509
3.0 star property
8.4 out of 10, Very good, (8 reviews)
"Room was perfect, staff extremely friendly and views were amazing!"
United States
Elizabeth
The price is S$510
includes taxes & fees
16 Jan - 17 Jan
Timeshare Oceanview Studio in Maui
8.0 out of 10, Very good, (1 review)
Napili Shores D229 Studio Bedroom Condo by RedAwning

Apartment in Lainaina

Oceanfront Maui Condo
2.0 star property
The price is S$1,032
includes taxes & fees
13 Jan - 14 Jan
Oceanfront Maui Condo

Condo resort in Lahaina

Hale Mahina B304
2.0 star property
The price is S$1,489
includes taxes & fees
13 Jan - 14 Jan
Hale Mahina B304
The price is S$2,378
includes taxes & fees
11 Feb - 12 Feb
Kahana Outrigger 4B1 - Breathtaking Ocean Views, Renovated Condo, Secluded Beach
The price is S$2,172
includes taxes & fees
14 Jan - 15 Jan
Kaanapali Shores #159 2 Bedroom Condo by RedAwning

Holiday Home in Lahaina

Kapalua Golf Villas by KBM Resorts
4.5 star property
10.0 out of 10, Exceptional, (9 reviews)
"Everything was great !"
United States
Jackelin
The price is S$3,254
includes taxes & fees
13 Jan - 14 Jan
Kapalua Golf Villas by KBM Resorts
3.0 star property
The price is S$1,818
includes taxes & fees
31 Jan - 1 Feb
Kaanapali Shores 432 Studio Condo Condo

Apartment in Lahaina

Papakea by KBM
4.5 star property
10.0 out of 10, Exceptional, (1 review)
"Very nice property we enjoyed everything about it"
United States
Lorena
The price is S$4,895
includes taxes & fees
27 Jan - 28 Jan
Papakea by KBM
4.0 star property
9.0 out of 10, Wonderful, (2 reviews)
" The apartment was prepared with all the necessary amenities. It was spotless, smelled great, had plenty of soaps, towels, and beach necessities, and air conditioning was even left on, so the apartment was quite comfortable upon our arrival. RedAwning is an excellent company with a superb customer relations attitude."
United States
Mariana
The price is S$1,559
includes taxes & fees
13 Jan - 14 Jan
Kuleana 613 1 Bdrm 1 Bedroom Condo by RedAwning
The price is S$19,084
includes taxes & fees
16 Jan - 17 Jan
Kapalua Golf Villas Collection by KBM - 4 Units in same building (14p3/14p6/14v3/14t6)
The price is S$1,980
includes taxes & fees
31 Jan - 1 Feb
Royal Kahana 309 1 Bedroom Condo 1 Condo by RedAwning
4.0 star property
The price is S$6,280
includes taxes & fees
13 Jan - 14 Jan
Montage Kapalua Bay 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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Top Kalaupapa Hotel Reviews

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.