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
Aug 14 - Aug 16
In two months
Sep 25 - Sep 27
In three months
Oct 23 - Oct 25
In four months
Nov 20 - Nov 22

Our top choices for Kalaupapa vacation rentals

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1. 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, (95 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„66,895
ļæ„125,563 total
includes taxes & fees
Aug 17 - Aug 18
Rustic retreat with panoramic views at Pu'u O Hoku Ranch
Terrace/patio

2. Kapalua Ridge Villas Resort by KBM

Kapalua Ridge Villas Resort by KBM
4.5 star property
Lahaina
10.0 out of 10, Exceptional, (13 reviews)
"Clean and spacious. Beautiful ocean view "
United States
Shiqi
The price is ļæ„140,564
ļæ„270,197 total
includes taxes & fees
Sep 1 - Sep 2
Kapalua Ridge Villas Resort by KBM
Interior

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

Oceanfront 1BR/2BA 30G1 Villa at Kapalua Bay
Lahaina
9.6 out of 10, Exceptional, (49 reviews)
"Directions, access info spot on. Beautiful views from upstairs and downstairs. "
United States
Joseph A.
The price is ļæ„34,471
ļæ„152,612 total
includes taxes & fees
Aug 2 - Aug 3
Oceanfront 1BR/2BA 30G1 Villa at Kapalua Bay
Aerial view

4. OCEANVIEW, 1 bed/1 bath condo at the exclusive gated Kapalua Bay Villa 32G4!

OCEANVIEW, 1 bed/1 bath condo at the exclusive gated Kapalua Bay Villa 32G4!
Lahaina
9.8 out of 10, Exceptional, (57 reviews)
"Beautiful condo in a beautiful location! We will definitely stay here again. "
United States
Amy L.
The price is ļæ„32,739
ļæ„150,115 total
includes taxes & fees
Aug 7 - Aug 8
OCEANVIEW, 1 bed/1 bath condo at the exclusive gated Kapalua Bay Villa 32G4!
Outdoor dining

5. Oceanfront Kapalua Bay Villa 23G1 Gated Coastal Elegance

Oceanfront Kapalua Bay Villa 23G1 Gated Coastal Elegance
Lahaina
9.6 out of 10, Exceptional, (74 reviews)
"Lovely stay at a beautiful property "
United States
Steve G.
The price is ļæ„32,110
ļæ„149,327 total
includes taxes & fees
Aug 12 - Aug 13
Oceanfront Kapalua Bay Villa 23G1 Gated Coastal Elegance
Beach nearby

6. Walk to Beach, Luxury, Great Location! Sleeps 8

Walk to Beach, Luxury, Great Location! Sleeps 8
Lahaina
10.0 out of 10, Exceptional, (182 reviews)
"Communication, location and all amenities were top notch. "
United States
Gary S.
The price is ļæ„54,303
ļæ„170,115 total
includes taxes & fees
Aug 19 - Aug 20
Walk to Beach, Luxury, Great Location! Sleeps 8
Beach nearby, white sand, beach towels

7. Napili Village Hotel

Napili Village Hotel
3.0 star property
Lahaina
9.0 out of 10, Wonderful, (210 reviews)
"Great stay, thank you"
United States
Elizabeth
The price is ļæ„46,655
ļæ„55,385 total
includes taxes & fees
Aug 14 - Aug 15
Napili Village Hotel
Beachfront Two Bedrooms | In-room safe, iron/ironing board, WiFi (free), bed sheets

8. 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 ļæ„44,256
ļæ„52,538 total
includes taxes & fees
Aug 2 - Aug 3
Napili Sunset on the Beach
On the beach, sun loungers, beach towels

9. 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, (40 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 ļæ„21,107
ļæ„61,216 total
includes taxes & fees
Aug 6 - Aug 7
The Napili Bay, Steps to Sand, Studio, King bed, Remodeled in June of 2023
Outdoor dining

10. Breathtaking Oceanfront Studio Napili Shores A106

Breathtaking Oceanfront Studio Napili Shores A106
Lahaina
9.4 out of 10, Exceptional, (80 reviews)
"Location was great with a beach view.loved the modern large bathroom with double sinks."
United States
Jannet B.
The price is ļæ„33,054
ļæ„143,938 total
includes taxes & fees
Aug 28 - Aug 29
Breathtaking Oceanfront Studio Napili Shores A106
On the beach, sun loungers, beach towels

11. Napili Shores A-201 - Ocean Front - Book Now!

Napili Shores A-201 - Ocean Front - Book Now!
Lahaina
9.8 out of 10, Exceptional, (102 reviews)
"Wonderful location and beautiful views!!! Would definitely stay again at this location our next trip to Maui! Great Hosts and amenities. "
United States
MONICA H.
The price is ļæ„49,581
ļæ„125,185 total
includes taxes & fees
Aug 21 - Aug 22
Napili Shores A-201 - Ocean Front - Book Now!
TV

12. Kapalua Golf Villas Resort by KBM

Kapalua Golf Villas Resort by KBM
4.0 star property
Lahaina
9.4 out of 10, Exceptional, (15 reviews)
"Absolute gem. Wife and I love this place and location. "
United States
Joe
The price is ļæ„261,113
ļæ„383,778 total
includes taxes & fees
Aug 30 - Aug 31
Kapalua Golf Villas Resort by KBM
Outdoor pool, a heated pool

13. 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, (138 reviews)
"Clean and close to the beach and pool area! "
United States
Teri T.
The price is ļæ„35,415
ļæ„83,147 total
includes taxes & fees
Aug 8 - Aug 9
Napili Shores 1BR Condo ā€“ 2-Min Walk to Beach, Pools, AC & No Resort Fees
Outdoor dining

14. 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, (71 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 ļæ„33,054
ļæ„143,938 total
includes taxes & fees
Aug 10 - Aug 11
Luxury Oceanfront Studio at Napili Shores, Renovated|Direct Ocean Views | AC
Living area

15. Oceanview 1 Bd 1ba Napili Shores F147 - AC, King bed, ground floor

Oceanview 1 Bd 1ba Napili Shores F147 - AC, King bed, ground floor
lahaina
9.8 out of 10, Exceptional, (38 reviews)
"Great spot! Everything was amazing!"
United States
Anthony S.
The price is ļæ„29,276
ļæ„141,010 total
includes taxes & fees
Aug 25 - Aug 26
Oceanview 1 Bd 1ba Napili Shores F147 - AC, King bed, ground floor
Exterior

16. Updated Studio, AC, steps to beach

Updated Studio, AC, steps to beach
Lahaina
9.8 out of 10, Exceptional, (154 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 ļæ„26,915
ļæ„66,737 total
includes taxes & fees
Aug 12 - Aug 13
Updated Studio, AC, steps to beach
On the beach

17. 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, (18 reviews)
"great condo, nicely updated with everything you need for a wonderful stay !!"
United States
tom p.
The price is ļæ„19,360
ļæ„124,971 total
includes taxes & fees
Aug 2 - Aug 3
Ultra Modern/Coastal-Remodel, Oceanview, AC - Napili Shores G154
Outdoor dining

18. Luxury Oceanfront Studio at Napili Shores A203 View of Lanai and Molokai

Luxury Oceanfront Studio at Napili Shores A203 View of Lanai and Molokai
Lahaina
9.8 out of 10, Exceptional, (59 reviews)
"The view from this room and lanai is the best ever. The condo is beautifully appointed and clean."
United States
Carol P.
The price is ļæ„33,054
ļæ„143,938 total
includes taxes & fees
Aug 3 - Aug 4
Luxury Oceanfront Studio at Napili Shores A203 View of Lanai and Molokai
On the beach

19. Garden View Second Floor Studio at Napili Shores ā€“ Steps to Napili Bay D229

Garden View Second Floor Studio at Napili Shores ā€“ Steps to Napili Bay D229
Lahaina
9.8 out of 10, Exceptional, (31 reviews)
"We didnā€™t know it was American spring break so it was kids screaming at the pool from 9am to 9 pm for the first week then some yahoos moved in next door for the second week and we got to listen to them loud talking, arguing and having sexā€¦no so pleasant. "
Canada
Jason S.
The price is ļæ„18,573
ļæ„123,820 total
includes taxes & fees
Aug 2 - Aug 3
Garden View Second Floor Studio at Napili Shores ā€“ Steps to Napili Bay D229
On the beach

20. Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER
3.5 star property
Lahaina
9.0 out of 10, Wonderful, (1,842 reviews)
"This was a great stay! Highly recommend!"
United States
Christina
The price is ļæ„38,257
ļæ„45,417 total
includes taxes & fees
Aug 14 - Aug 15
Napili Shores Maui by OUTRIGGER
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 Mahana at Kaanapali

Aston Mahana at Kaanapali

10/10 Excellent
"We really liked the hula dancers who greet every single guest when the arrive - very Hawaiian. They have us TWO FREE BOTTLES of wine at check in. Party on dude!! The view from the windows was dope, we saw dolphins on one day."
Rebecca 6-night trip
Posted less than an hour ago
Aston Mahana at Kaanapali

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 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.