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

Kalaupapa Vacation Rentals

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Kalaupapa vacation rentals

On the beach, beach towels

1. sweet escape - Moloka'i living

sweet escape - Moloka'i living
Kaunakakai
9.6 out of 10, Exceptional, (27 reviews)
"The condo was very clean and private"
United States
Frank
The price is AEDĀ 404
AEDĀ 1,366 total
includes taxes & fees
23 Sep - 24 Sep
sweet escape - Moloka'i living
Property grounds

2. COCONUT COVE CONDOā€“Molokai Shores 303

COCONUT COVE CONDOā€“Molokai Shores 303
Kaunakakai
9.0 out of 10, Wonderful, (26 reviews)
"The condo kitchen is well equipped, and the place is well located and comfortable. The host is very helpful. I would definitely want to rent from them again. "
United States
Mary C.
The price is AEDĀ 551
AEDĀ 1,359 total
includes taxes & fees
23 Sep - 24 Sep
COCONUT COVE CONDOā€“Molokai Shores 303
Exterior

3. 2BR Ocean View w/Lanai and Kitchen - Molokai Shores 217

2BR Ocean View w/Lanai and Kitchen - Molokai Shores 217
Kaunakakai
8.6 out of 10, Excellent, (13 reviews)
"Place was quite comfortable and great layout. We stayed at Hotel Molokai prior trip and would highly reccomend this place over Hotel Molokai. "
United States
Ryan
The price is AEDĀ 768
AEDĀ 2,491 total
includes taxes & fees
27 Sep - 28 Sep
2BR Ocean View w/Lanai and Kitchen - Molokai Shores 217
Property grounds

4. Modern Oceanfront W/Lanai and WiFiā€“Molokai Shores

Modern Oceanfront W/Lanai and WiFiā€“Molokai Shores
KAUNAKAKAI
9.0 out of 10, Wonderful, (34 reviews)
"nice place to stay"
United States
Kevin
The price is AEDĀ 631
AEDĀ 2,145 total
includes taxes & fees
3 Oct - 4 Oct
Modern Oceanfront W/Lanai and WiFiā€“Molokai Shores
Outdoor dining

5. September Sale! Molokai Island Retreat

September Sale! Molokai Island Retreat
Kaunakakai
10.0 out of 10, Exceptional, (20 reviews)
"Great place"
United States
PATRICK C.
The price is AEDĀ 382
AEDĀ 1,094 total
includes taxes & fees
23 Sep - 24 Sep
September Sale! Molokai Island Retreat
Pool

6. Ocean Front-Unobstructed Views- Beautiful Upgraded Condo

Ocean Front-Unobstructed Views- Beautiful Upgraded Condo
Maunaloa
9.8 out of 10, Exceptional, (86 reviews)
"Great location. Newly remodeled. Was clean and great condition."
United States
Tristan
The price is AEDĀ 459
AEDĀ 1,204 total
includes taxes & fees
23 Sep - 24 Sep
Ocean Front-Unobstructed Views- Beautiful Upgraded Condo
Books

7. Rustic retreat with panoramic views at Pu'u O Hoku Ranch

Rustic retreat with panoramic views at Pu'u O Hoku Ranch
Kaunakakai
10.0 out of 10, Exceptional, (96 reviews)
"The Sunrise Cottage, and indeed the entire Pu'u o Hoku Ranch is a hidden gem. We may be biased since we held our wedding celebration here back in 2016, but to return ten years later and find it even more lovely was a delight. Molokai isn't for everyone, but to those drawn to it a wonderful adventure awaits. We'll return as often as they'll have us. Mahalo to all those who made our stay so wonderful."
United States
Scott J.
Rustic retreat with panoramic views at Pu'u O Hoku Ranch
Sun loungers, beach towels

8. Efficiency

Efficiency
Maunaloa
8.8 out of 10, Excellent, (11 reviews)
"I enjoyed my stay in the condo- it was small yet had everything I needed and the best thing it offered the best view of the sunset on the island!"
United States
Sabina B.
The price is AEDĀ 147
AEDĀ 1,049 total
includes taxes & fees
23 Sep - 24 Sep
Efficiency
Garden

9. Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (4,324 reviews)
"Great Stay"
United States
Roopa Rani
The price is AEDĀ 658
AEDĀ 890 total
includes taxes & fees
24 Sep - 25 Sep
Aston Kaanapali Shores
On the beach

10. Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER
3.5 star property
Lahaina
9.0 out of 10, Wonderful, (1,884 reviews)
"Love this place!"
United States
Diana
The price is AEDĀ 949
AEDĀ 1,126 total
includes taxes & fees
26 Sep - 27 Sep
Napili Shores Maui by OUTRIGGER
Beach nearby, white sand, beach towels

11. Napili Village Hotel

Napili Village Hotel
3.0 star property
Lahaina
9.0 out of 10, Wonderful, (231 reviews)
"Great place! Itā€™s quite and 30 seconds to the beach."
United States
Alysson E
The price is AEDĀ 717
AEDĀ 851 total
includes taxes & fees
5 Oct - 6 Oct
Napili Village Hotel
TV

12. Kapalua Golf Villas Resort by KBM

Kapalua Golf Villas Resort by KBM
4.0 star property
Lahaina
9.0 out of 10, Wonderful, (16 reviews)
"Absolute gem. Wife and I love this place and location. "
United States
Joe
The price is AEDĀ 1,298
AEDĀ 2,910 total
includes taxes & fees
26 Sep - 27 Sep
Kapalua Golf Villas Resort by KBM
Beachfront Two Bedrooms | In-room safe, iron/ironing board, WiFi (free), bed sheets

13. Napili Sunset on the Beach

Napili Sunset on the Beach
2.5 star property
Lahaina
9.2 out of 10, Wonderful, (656 reviews)
"Nice and clean stay! "
United States
Beverly
The price is AEDĀ 1,033
AEDĀ 1,226 total
includes taxes & fees
23 Sep - 24 Sep
Napili Sunset on the Beach
On the beach, beach towels

14. Luxury Ocean View Condo - Kahana Sunset D4 - A/C & 5G WiFi - Pool

Luxury Ocean View Condo - Kahana Sunset D4 - A/C & 5G WiFi - Pool
Lahaina
10.0 out of 10, Exceptional, (106 reviews)
"Very nice, easy to communicate with manager. Great location! The condo was stocked better than any other rental we have rented in the past! That alone made our stay way more enjoyable!!"
United States
Ryan N.
The price is AEDĀ 864
AEDĀ 3,120 total
includes taxes & fees
23 Sep - 24 Sep
Luxury Ocean View Condo - Kahana Sunset D4 - A/C & 5G WiFi - Pool
Outdoor pool, a heated pool

15. Napili Shores 1BR Condo ā€“ 2-Min Walk to Beach, Pools, AC & No Resort Fees

Napili Shores 1BR Condo ā€“ 2-Min Walk to Beach, Pools, AC & No Resort Fees
Lahaina
9.8 out of 10, Exceptional, (140 reviews)
"After several days at a nearby resort, our stay here was exactly what we were hoping for. Quaint, quiet, less crowded, and old Hawaii charm. The apartment was very comfortable and had everything we needed. The grounds were beautiful and we loved being able to walk to Napili and Kapalua Bay. The we worst part was having to leave. We will definitely stay here again!"
United States
Shannon D.
The price is AEDĀ 826
AEDĀ 1,940 total
includes taxes & fees
23 Sep - 24 Sep
Napili Shores 1BR Condo ā€“ 2-Min Walk to Beach, Pools, AC & No Resort Fees
Interior

16. Oceanfront 1BR/2BA 30G1 Villa at Kapalua Bay

Oceanfront 1BR/2BA 30G1 Villa at Kapalua Bay
Lahaina
9.6 out of 10, Exceptional, (52 reviews)
"Directions, access info spot on. Beautiful views from upstairs and downstairs. "
United States
Joseph A.
The price is AEDĀ 977
AEDĀ 3,747 total
includes taxes & fees
23 Sep - 24 Sep
Oceanfront 1BR/2BA 30G1 Villa at Kapalua Bay
Property grounds

17. Gorgeous Napili Shores G258 Newly remodeled Studio Condo

Gorgeous Napili Shores G258 Newly remodeled Studio Condo
lahaina
10.0 out of 10, Exceptional, (16 reviews)
"Beautiful unit with thoughtful amenities- especially the beach gear. Great view from the balcony. Comfy bed amd linens."
United States
Elaine E.
The price is AEDĀ 470
AEDĀ 2,939 total
includes taxes & fees
23 Sep - 24 Sep
Gorgeous Napili Shores G258 Newly remodeled Studio Condo
Classic Condo, 1 Bedroom, Lanai, Ocean View | Lanai

18. Kuleana Club - 608

Kuleana Club - 608
3.5 star property
Lahaina
The price is AEDĀ 694
AEDĀ 1,587 total
includes taxes & fees
2 Oct - 3 Oct
Kuleana Club - 608
On the beach

19. Fabulous Oceanfront Retreat at Kuleana 622 3rd Floor Condo A/C

Fabulous Oceanfront Retreat at Kuleana 622 3rd Floor Condo A/C
Lahaina
9.6 out of 10, Exceptional, (45 reviews)
"Outstanding view!!!"
United States
Bob E.
The price is AEDĀ 485
AEDĀ 3,038 total
includes taxes & fees
23 Sep - 24 Sep
Fabulous Oceanfront Retreat at Kuleana 622 3rd Floor Condo A/C
Classic Condo, 1 Bedroom, Lanai, Ocean View | Beach/ocean view

20. Kuleana Club - 410

Kuleana Club - 410
3.5 star property
Lahaina
The price is AEDĀ 621
AEDĀ 1,500 total
includes taxes & fees
24 Sep - 25 Sep
Kuleana Club - 410
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

Aston Kaanapali Shores

Aston Kaanapali Shores

10/10 Excellent
"Loved it. Has great amenities for the price and in a great location. I will stay again."
Charlette 4-night trip
Posted 7 hours ago
Aston Kaanapali Shores

Frequently asked questions

Can I find a vacation rental in Kalaupapa?

Yes, you can find vacation rentals near top sights in Kalaupapa, or you can choose a more remote option if you're looking for relaxation. 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 vacation home rentals in Kalaupapa?

Kapalua Golf Villas Resort by KBM: This vacation home rental outside Kalaupapa is located on the beach and has an outdoor pool, a balcony, and a barbecue grill 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 MolokaŹ»i Museum & Cultural Center are a couple of places you'll find in the larger area.

What are vacation rentals like in Kalaupapa?

Vacation rentals are privately owned properties you can book for a couple days or more in Kalaupapa. Vacation rentals provide amenities like laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about a sanitized environment, a vacation rental can offer a sense of safety away from public hotel elevators and busy reception areas while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great choice for small groups.