A coastal landscape with a prominent green hill and a smaller rock formation in the sea.

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Our top choices for Kalaupapa holiday rentals

1. Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (4,249 reviews)
"Great location, clean rooms and great service!"
Mexico
Monique Nicole
The price is ąøæ8,061
ąøæ10,549 total
includes taxes & fees
25 Aug - 26 Aug
Aston Kaanapali Shores

2. Napili Village Hotel

Napili Village Hotel
3.0 star property
Lahaina
9.0 out of 10, Wonderful, (217 reviews)
"Great stay, thank you"
United States
Elizabeth
The price is ąøæ10,989
ąøæ13,045 total
includes taxes & fees
27 Aug - 28 Aug
Napili Village Hotel

3. Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER
3.5 star property
Lahaina
9.0 out of 10, Wonderful, (1,850 reviews)
"The room was clean and the beach views and access to the beach was beyond beautiful. A really cozy place to stay."
United States
Jesus
The price is ąøæ9,435
ąøæ11,200 total
includes taxes & fees
21 Aug - 22 Aug
Napili Shores Maui by OUTRIGGER

4. Napili Sunset on the Beach

Napili Sunset on the Beach
2.5 star property
Lahaina
9.2 out of 10, Wonderful, (657 reviews)
"Clean room amd friendly staff."
United States
Chris
The price is ąøæ9,278
ąøæ11,014 total
includes taxes & fees
13 Aug - 14 Aug
Napili Sunset on the Beach

5. Kuleana Club - 320

Kuleana Club - 320
2.5 star property
Lahaina
10.0 out of 10, Exceptional, (1 review)
"Quiet and clean! Spent the week with my daughter and had such a wonderful vacation. Located on the west side of Maui, near so many sandy beaches and restaurants. Snorkeled at Black Rock beach and swam with the sea turtles and fish only found in Hawaii . The condo had a full kitchen that we used through-out the stay. We never ran out of things to do. There were sea turtles on the beach on the condo property. Spotted whales and dolphins off the coast from our balcony. We looked forward to...
United States
Scott
The price is ąøæ5,880
ąøæ19,571 total
includes taxes & fees
22 Aug - 23 Aug
Kuleana Club - 320

6. Royal Kahana 309 1 Bedroom Condo 1 Condo by RedAwning

Royal Kahana 309 1 Bedroom Condo 1 Condo by RedAwning
3.5 star property
Lahaina
The price is ąøæ7,122
ąøæ37,516 total
includes taxes & fees
13 Aug - 14 Aug
Royal Kahana 309 1 Bedroom Condo 1 Condo by RedAwning

7. Kuleana Club - 504

Kuleana Club - 504
3.5 star property
Lahaina
8.0 out of 10, Very good, (1 review)
The price is ąøæ5,148
ąøæ12,966 total
includes taxes & fees
13 Aug - 14 Aug
Kuleana Club - 504

8. Hale Ona Loa HOL-102 by KBM

Hale Ona Loa HOL-102 by KBM
5.0 star property
Kaanapali
The price is ąøæ11,387
ąøæ29,696 total
includes taxes & fees
30 Aug - 31 Aug
Hale Ona Loa HOL-102 by KBM

9. Hale Mahina B304

Hale Mahina B304
3.0 star property
Lahaina
The price is ąøæ32,964
ąøæ39,132 total
includes taxes & fees
14 Aug - 15 Aug
Hale Mahina B304

10. Napili Shores G157 Studio Bedroom Condo by RedAwning

Napili Shores G157 Studio Bedroom Condo by RedAwning
3.5 star property
Lahaina
The price is ąøæ8,687
ąøæ38,761 total
includes taxes & fees
10 Sept - 11 Sept
Napili Shores G157 Studio Bedroom Condo by RedAwning

11. Napili Shores G258 Studio Condo Condo

Napili Shores G258 Studio Condo Condo
3.0 star property
lahaina
The price is ąøæ8,687
ąøæ38,761 total
includes taxes & fees
13 Aug - 14 Aug
Napili Shores G258 Studio Condo Condo

12. Kuleana 706 - 1Br Condo

Kuleana 706 - 1Br Condo
3.0 star property
Lahaina
The price is ąøæ9,470
ąøæ40,304 total
includes taxes & fees
16 Aug - 17 Aug
Kuleana 706 - 1Br Condo

13. Royal Kahana 217 Condo

Royal Kahana 217 Condo
3.0 star property
Lahaina
The price is ąøæ5,460
ąøæ24,774 total
includes taxes & fees
18 Aug - 19 Aug
Royal Kahana 217 Condo

14. Kahana Sunset C7 2 Bedroom Condo by RedAwning

Kahana Sunset C7 2 Bedroom Condo by RedAwning
4.0 star property
Lahaina
The price is ąøæ14,792
ąøæ52,753 total
includes taxes & fees
14 Aug - 15 Aug
Kahana Sunset C7 2 Bedroom Condo by RedAwning

15. Kapalua Bay Villa 29b4 1 Bedroom Villa by RedAwning

Kapalua Bay Villa 29b4 1 Bedroom Villa by RedAwning
3.5 star property
Lahaina
The price is ąøæ14,270
ąøæ47,228 total
includes taxes & fees
13 Aug - 14 Aug
Kapalua Bay Villa 29b4 1 Bedroom Villa by RedAwning

16. Napili Shores G154 Ocean View Studio Condo by RedAwning

Napili Shores G154 Ocean View Studio Condo by RedAwning
3.5 star property
Lahaina
The price is ąøæ8,687
ąøæ38,761 total
includes taxes & fees
17 Aug - 18 Aug
Napili Shores G154 Ocean View Studio Condo by RedAwning

17. Kuleana 613 1 Bdrm 1 Bedroom Condo by RedAwning

Kuleana 613 1 Bdrm 1 Bedroom Condo by RedAwning
4.0 star property
Lahaina
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 ąøæ8,792
ąøæ39,498 total
includes taxes & fees
15 Aug - 16 Aug
Kuleana 613 1 Bdrm 1 Bedroom Condo by RedAwning

18. Kapalua Ridge Villas Resort by KBM

Kapalua Ridge Villas Resort by KBM
4.5 star property
Lahaina
10.0 out of 10, Exceptional, (15 reviews)
"Clean and spacious. Beautiful ocean view "
United States
Shiqi
The price is ąøæ30,379
ąøæ57,725 total
includes taxes & fees
31 Aug - 1 Sept
Kapalua Ridge Villas Resort by KBM

19. Napili Shores A203 Of Studio Condo by RedAwning

Napili Shores A203 Of Studio Condo by RedAwning
3.0 star property
Lahaina
The price is ąøæ13,696
ąøæ44,707 total
includes taxes & fees
13 Aug - 14 Aug
Napili Shores A203 Of Studio Condo by RedAwning

20. Napili Shores A202 Of Studio 1 Bedroom Condo by RedAwning

Napili Shores A202 Of Studio 1 Bedroom Condo by RedAwning
3.0 star property
Lahaina
The price is ąøæ13,696
ąøæ44,707 total
includes taxes & fees
13 Aug - 14 Aug
Napili Shores A202 Of Studio 1 Bedroom Condo by RedAwning
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

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:

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

Kapalua Golf Villas Resort by KBM: 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.