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
Oct 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

Our top choices for Kalaupapa vacation rentals

Beach

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 ļæ„17,064
ļæ„56,709 total
includes taxes & fees
Sep 21 - Sep 22
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 ļæ„23,270
ļæ„55,790 total
includes taxes & fees
Sep 22 - Sep 23
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 ļæ„32,422
ļæ„108,138 total
includes taxes & fees
Sep 27 - Sep 28
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 ļæ„26,639
ļæ„88,005 total
includes taxes & fees
Sep 21 - Sep 22
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 ļæ„16,126
ļæ„47,037 total
includes taxes & fees
Oct 13 - Oct 14
September Sale! Molokai Island Retreat
Beach

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.
The price is ļæ„3,103
ļæ„41,749 total
includes taxes & fees
Sep 18 - Sep 19
Efficiency
Pool

7. 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 ļæ„19,391
ļæ„52,645 total
includes taxes & fees
Sep 18 - Sep 19
Ocean Front-Unobstructed Views- Beautiful Upgraded Condo
Beach

8. Ke Nani Kai Unit 156- More Molokai

Ke Nani Kai Unit 156- More Molokai
Maunaloa
9.0 out of 10, Wonderful, (65 reviews)
"We had a blast. Better than the pictures. "
United States
Lisa W.
The price is ļæ„20,943
ļæ„64,074 total
includes taxes & fees
Sep 18 - Sep 19
Ke Nani Kai Unit 156- More Molokai
Living area

9. 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 ļæ„65,930
ļæ„118,553 total
includes taxes & fees
Sep 19 - Sep 20
Rustic retreat with panoramic views at Pu'u O Hoku Ranch
Beach

10. Napili Village Hotel

Napili Village Hotel
3.0 star property
Lahaina
9.0 out of 10, Wonderful, (230 reviews)
"Great place! Itā€™s quite and 30 seconds to the beach."
United States
Alysson E
The price is ļæ„30,080
ļæ„35,709 total
includes taxes & fees
Sep 24 - Sep 25
Napili Village Hotel
Property grounds

11. 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 ļæ„18,926
ļæ„122,975 total
includes taxes & fees
Sep 23 - Sep 24
Gorgeous Napili Shores G258 Newly remodeled Studio Condo
Property grounds

12. 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 ļæ„23,037
ļæ„77,556 total
includes taxes & fees
Sep 17 - Sep 18
Aloha Hale Ocean View Maui Condo In Ocean Front/Beach Resort Swim with Turtles!
Beach

13. 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 ļæ„18,926
ļæ„122,975 total
includes taxes & fees
Sep 22 - Sep 23
Ultra Modern/Coastal-Remodel, Oceanview, AC - Napili Shores G154
Terrace/patio

14. Top Floor Gem! Direct Ocean Views! Near Kaanapali #215

Top Floor Gem! Direct Ocean Views! Near Kaanapali #215
Lahaina
9.6 out of 10, Exceptional, (99 reviews)
"Highly recommend! My girlfriend and I had a great stay here. Excellent location in Honokōwai, easy walking to great eats and things to do. "
United States
Jeremy F.
The price is ļæ„18,716
ļæ„71,133 total
includes taxes & fees
Sep 17 - Sep 18
Top Floor Gem! Direct Ocean Views! Near Kaanapali #215
Beach

15. Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER
3.5 star property
Lahaina
9.0 out of 10, Wonderful, (1,878 reviews)
"Love this place!"
United States
Diana
The price is ļæ„37,265
ļæ„44,238 total
includes taxes & fees
Sep 29 - Sep 30
Napili Shores Maui by OUTRIGGER
Outdoor dining

16. Spacious Studio/Spectacular Ocean View/Pool/Gym

Spacious Studio/Spectacular Ocean View/Pool/Gym
Lahaina
9.8 out of 10, Exceptional, (55 reviews)
"Beautiful view, convenient location, great host communication"
United States
Sandra B.
The price is ļæ„20,787
ļæ„57,229 total
includes taxes & fees
Sep 17 - Sep 18
Spacious Studio/Spectacular Ocean View/Pool/Gym
Beach

17. 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, (57 reviews)
"The location and friendliness "
United States
Patricia R.
The price is ļæ„27,768
ļæ„158,994 total
includes taxes & fees
Sep 20 - Sep 21
OCEAN VIEW 2 Bdrm condo with Secluded Beach - Kahana Sunset C7
Outdoor dining

18. Oceanfront Kapalua Bay Villa 23G1 Gated Coastal Elegance

Oceanfront Kapalua Bay Villa 23G1 Gated Coastal Elegance
Lahaina
9.6 out of 10, Exceptional, (75 reviews)
"We had an amazing time here. We stayed for half a month & it was a fantastic time. They were so fast to respond to anything we needed or asked. A week into our stay the washer broke down. They had maintenance out within a day & a new washer just within a couple of days. They also got us extra towels in the meantime until we could do a load of towels! They were great about communicating overall. It was a great spot to stay, right by one of the pools, & by the ocean. We loved our stay!"
United States
Alana
The price is ļæ„36,300
ļæ„153,653 total
includes taxes & fees
Sep 17 - Sep 18
Oceanfront Kapalua Bay Villa 23G1 Gated Coastal Elegance
Garden

19. Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (4,313 reviews)
"We loved the grounds and people. Definitely will be booking to stay there, again."
United States
Scot
The price is ļæ„27,775
ļæ„37,577 total
includes taxes & fees
Sep 24 - Sep 25
Aston Kaanapali Shores
Outdoor dining

20. Beautiful Ocean and Outer Island Views! See Whales in season!

Beautiful Ocean and Outer Island Views! See Whales in season!
Lahaina
9.4 out of 10, Exceptional, (92 reviews)
"The room was clean, the view from the balcony was awesome, and the overall experience was great. I'd recommend the place."
United States
Jasdeep Singh
The price is ļæ„14,582
ļæ„58,414 total
includes taxes & fees
Oct 6 - Oct 7
Beautiful Ocean and Outer Island Views! See Whales in season!
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

Napili Village Hotel

Napili Village Hotel

8/10 Good
"We loved how quiet everything was. Loved being so close to the beach. My husband usually has the television playing as he sleeps, so not having a tv he used heā€™s game console. Thatā€™s probably the only thing that was a downside."
Mila 7-night trip
Posted 4 hours ago
Napili Village Hotel

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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Look no further and take a look at our great range of rental properties in Kalaupapa!

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 of 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.