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

Kalaupapa Vacation Rentals

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Our top choices for Kalaupapa vacation rentals

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 SARĀ 413
SARĀ 1,349 total
includes taxes & fees
29 Sep - 30 Sep
sweet escape - Moloka'i living

2. COCONUT COVE CONDO–Molokai Shores 303

COCONUT COVE CONDO–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 SARĀ 563
SARĀ 1,327 total
includes taxes & fees
29 Sep - 30 Sep
COCONUT COVE CONDO–Molokai Shores 303

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 SARĀ 785
SARĀ 2,499 total
includes taxes & fees
29 Sep - 30 Sep
2BR Ocean View w/Lanai and Kitchen - Molokai Shores 217

4. Modern Oceanfront W/Lanai and WiFi–Molokai Shores

Modern Oceanfront W/Lanai and WiFi–Molokai Shores
KAUNAKAKAI
9.0 out of 10, Wonderful, (34 reviews)
"nice place to stay"
United States
Kevin
The price is SARĀ 645
SARĀ 2,087 total
includes taxes & fees
29 Sep - 30 Sep
Modern Oceanfront W/Lanai and WiFi–Molokai Shores

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.
September Sale! Molokai Island Retreat

6. 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.
Efficiency

7. Ocean Front-Unobstructed Views- Beautiful Upgraded Condo

Ocean Front-Unobstructed Views- Beautiful Upgraded Condo
Maunaloa
9.8 out of 10, Exceptional, (87 reviews)
"Great location. Newly remodeled. Was clean and great condition."
United States
Tristan
The price is SARĀ 507
SARĀ 1,260 total
includes taxes & fees
8 Oct - 9 Oct
Ocean Front-Unobstructed Views- Beautiful Upgraded Condo

8. 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.
The price is SARĀ 1,596
SARĀ 2,822 total
includes taxes & fees
29 Sep - 30 Sep
Rustic retreat with panoramic views at Pu'u O Hoku Ranch

9. Napili Village Hotel

Napili Village Hotel
3.0 star property
Lahaina
9.0 out of 10, Wonderful, (236 reviews)
"thank you for the best stay! perfect location, stunning beach with walking distance to beach, cafe, and rentals. room had everything we needed, recommend upgrading to ocean view it was a treat!"
United States
ASHLEY
The price is SARĀ 685
SARĀ 813 total
includes taxes & fees
2 Oct - 3 Oct
Napili Village Hotel

10. Gorgeous Napili Shores G258 Newly remodeled Studio Condo

Gorgeous Napili Shores G258 Newly remodeled Studio Condo
lahaina
10.0 out of 10, Exceptional, (17 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 SARĀ 436
SARĀ 2,791 total
includes taxes & fees
27 Oct - 28 Oct
Gorgeous Napili Shores G258 Newly remodeled Studio Condo

11. Aloha Hale Ocean View Maui Condo In Ocean Front/Beach Resort Swim with Turtles!

Aloha Hale Ocean View Maui Condo In Ocean Front/Beach Resort Swim with Turtles!
Lahaina
9.8 out of 10, Exceptional, (276 reviews)
"Amazing trip!"
United States
Eric L.
The price is SARĀ 524
SARĀ 1,727 total
includes taxes & fees
29 Sep - 30 Sep
Aloha Hale Ocean View Maui Condo In Ocean Front/Beach Resort Swim with Turtles!

12. Kapalua Bay Villas Resort by KBM

Kapalua Bay Villas Resort by KBM
5.0 star property
Kapalua
10.0 out of 10, Exceptional, (1 review)
"Service was impeccable, they took care of our every need promptly and gracefully. Beautiful setting."
United States
Mariana
The price is SARĀ 1,114
SARĀ 3,163 total
includes taxes & fees
2 Oct - 3 Oct
Kapalua Bay Villas Resort by KBM

13. 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 SARĀ 447
SARĀ 2,879 total
includes taxes & fees
27 Oct - 28 Oct
Fabulous Oceanfront Retreat at Kuleana 622 3rd Floor Condo A/C

14. The Napili Bay, Steps to Sand, Studio, King bed, Remodeled in June of 2023

The Napili Bay, Steps to Sand, Studio, King bed, Remodeled in June of 2023
Lahaina
10.0 out of 10, Exceptional, (41 reviews)
"The host is always very accommodating and nice. The condo is very nice. We love staying there. "
United States
John D.
The price is SARĀ 574
SARĀ 1,474 total
includes taxes & fees
29 Sep - 30 Sep
The Napili Bay, Steps to Sand, Studio, King bed, Remodeled in June of 2023

15. OCEAN VIEW 2 Bdrm condo with Secluded Beach - Kahana Sunset C7

OCEAN VIEW 2 Bdrm condo with Secluded Beach - Kahana Sunset C7
Lahaina
9.8 out of 10, Exceptional, (58 reviews)
"The location and friendliness "
United States
Patricia R.
The price is SARĀ 638
SARĀ 3,601 total
includes taxes & fees
1 Oct - 2 Oct
OCEAN VIEW 2 Bdrm condo with Secluded Beach - Kahana Sunset C7

16. Ultra Modern/Coastal-Remodel, Oceanview, AC - Napili Shores G154

Ultra Modern/Coastal-Remodel, Oceanview, AC - Napili Shores G154
Lahaina
9.8 out of 10, Exceptional, (19 reviews)
"Great updated room. Very comfortable bed. Kitchen was well set up. We really enjoyed staying here. We will return."
United States
Stephen T.
The price is SARĀ 436
SARĀ 2,791 total
includes taxes & fees
14 Oct - 15 Oct
Ultra Modern/Coastal-Remodel, Oceanview, AC - Napili Shores G154

17. Top Floor! Direct Ocean View! Vaulted Ceilings! Winter Spec! #218

Top Floor! Direct Ocean View! Vaulted Ceilings! Winter Spec! #218
Lahaina
9.6 out of 10, Exceptional, (115 reviews)
"Great location to everything and timely easy communication ."
United States
Vicki P.
The price is SARĀ 496
SARĀ 1,682 total
includes taxes & fees
6 Oct - 7 Oct
Top Floor! Direct Ocean View! Vaulted Ceilings! Winter Spec! #218

18. Updated Studio, AC, steps to beach

Updated Studio, AC, steps to beach
Lahaina
9.8 out of 10, Exceptional, (161 reviews)
"Wonderful place to stay. Our host Evelyn very kindly allowed us to extend our stay with 0 issues after the recent Kona storm. We had a great time and experience - fully recommend. "
United States
MeMe C.
The price is SARĀ 642
SARĀ 1,513 total
includes taxes & fees
6 Oct - 7 Oct
Updated Studio, AC, steps to beach

19. Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER
3.5 star property
Lahaina
9.0 out of 10, Wonderful, (1,885 reviews)
"Love this place!"
United States
Diana
The price is SARĀ 917
SARĀ 1,089 total
includes taxes & fees
11 Oct - 12 Oct
Napili Shores Maui by OUTRIGGER

20. Luxury Oceanfront Studio at Napili Shores, Renovated|Direct Ocean Views | AC

Luxury Oceanfront Studio at Napili Shores, Renovated|Direct Ocean Views | AC
Lahaina
9.8 out of 10, Exceptional, (73 reviews)
"The room was just as shown on the pictures with a wonderful ocean view from the second story. We loved that it was not part of one of the huge resorts and location was ideal. We will definitely hope to be back there soon! Perfect for a couple. "
United States
Brent K.
The price is SARĀ 740
SARĀ 3,191 total
includes taxes & fees
29 Sep - 30 Sep
Luxury Oceanfront Studio at Napili Shores, Renovated|Direct Ocean Views | AC
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 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 Molokaʻi 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.