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Kalaupapa Vacation Rentals

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Our top choices for Kalaupapa vacation rentals

Efficiency

Efficiency
Maunaloa
9.6 out of 10, Exceptional, (7)
"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 ¥5,909
¥44,911 total
includes taxes & fees
Dec 18 - Dec 19
Efficiency

Molokai Island Retreat - Amazing Ocean Views!

Molokai Island Retreat - Amazing Ocean Views!
Kaunakakai
10.0 out of 10, Exceptional, (14)
"Great place"
United States
PATRICK C.
The price is ¥17,796
¥49,245 total
includes taxes & fees
Dec 15 - Dec 16
Molokai Island Retreat - Amazing Ocean Views!

161 Ten Star Reviews out of 161, AMAZING, Maui Magic, A206 with AC, BEACHFRONT

161 Ten Star Reviews out of 161, AMAZING, Maui Magic, A206 with AC, BEACHFRONT
Lahaina
10.0 out of 10, Exceptional, (161)
"Spectacular view!"
United States
LORENA P.
The price is ¥20,851
¥63,208 total
includes taxes & fees
Dec 24 - Dec 25
161 Ten Star Reviews out of 161, AMAZING, Maui Magic, A206 with AC, BEACHFRONT

Oceanfrnt Prop Garden Vw! 1bd/1bth

Oceanfrnt Prop Garden Vw! 1bd/1bth
Lahaina
9.2 out of 10, Wonderful, (48)
"Location! Older property but very clean and quiet. It was the price point that sold me. "
United States
Beth D.
The price is ¥17,104
¥63,008 total
includes taxes & fees
Dec 13 - Dec 14
Oceanfrnt Prop Garden Vw! 1bd/1bth

Kuleana Club - 306

Kuleana Club - 306
3.0 star property
Lahaina
The price is ¥35,005
¥105,771 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Kuleana Club - 306

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

Rustic retreat with panoramic views at Pu'u O Hoku Ranch
2.0 star property
Kaunakakai
The price is ¥66,083
¥120,610 total
includes taxes & fees
Dec 22 - Dec 23
Rustic retreat with panoramic views at Pu'u O Hoku Ranch

Incredible OCEANFRONT condo with a view of Molokai! Royal Kahana 309

Incredible OCEANFRONT condo with a view of Molokai! Royal Kahana 309
Lahaina
8.8 out of 10, Excellent, (41)
"Perfect for 2 people!"
United States
Tim F.
The price is ¥19,903
¥124,241 total
includes taxes & fees
Dec 13 - Dec 14
Incredible OCEANFRONT condo with a view of Molokai! Royal Kahana 309

Napili Village Hotel

Napili Village Hotel
3.0 star property
Lahaina
9.0 out of 10, Wonderful, (141)
"Exactly what we were looking for! Close walking distance to beach and dining!"
United States
Tessa
The price is ¥32,342
¥38,151 total
includes taxes & fees
Dec 16 - Dec 17
Napili Village Hotel

Updated tropical condo with great location, pool access, and central AC

Updated tropical condo with great location, pool access, and central AC
Lahaina
8.8 out of 10, Excellent, (20)
"Great rental for the price in a great location!! "
United States
Billie D.
The price is ¥18,659
¥66,536 total
includes taxes & fees
Dec 14 - Dec 15
Updated tropical condo with great location, pool access, and central AC

OCEANFRONT High Floor RENOVATED Maui Kai 806 Condo Private OPEN Lanai KING BED

OCEANFRONT High Floor RENOVATED Maui Kai 806 Condo Private OPEN Lanai KING BED
Lahaina
10.0 out of 10, Exceptional, (86)
"Well maintained and quiet building."
United States
William V.
The price is ¥12,455
¥56,157 total
includes taxes & fees
Dec 15 - Dec 16
OCEANFRONT High Floor RENOVATED Maui Kai 806 Condo Private OPEN Lanai KING BED

COCONUT COVE CONDO–Molokai Shores 303

COCONUT COVE CONDO–Molokai Shores 303
Kaunakakai
8.8 out of 10, Excellent, (21)
"Excellent"
United States
Bill B.
The price is ¥23,324
¥57,221 total
includes taxes & fees
Dec 15 - Dec 16
COCONUT COVE CONDO–Molokai Shores 303

Great Deal! 1BR Condo at Oceanfront Kaanapali Shores | Pools, AC, Beach

Great Deal! 1BR Condo at Oceanfront Kaanapali Shores | Pools, AC, Beach
Lahaina
7.8 out of 10, Good, (85)
"Easy check in and great accommodations."
United States
Danh K.
The price is ¥16,637
¥119,680 total
includes taxes & fees
Dec 13 - Dec 14
Great Deal! 1BR Condo at Oceanfront Kaanapali Shores | Pools, AC, Beach

Updated Hale Ono Loa condo with ocean-view lanai and pool

Updated Hale Ono Loa condo with ocean-view lanai and pool
Lahaina
8.4 out of 10, Very Good, (43)
"Wonderful time. Great location. Bed is a little soft for us but otherwise a perfect vacation."
United States
Roger K.
The price is ¥19,436
¥67,481 total
includes taxes & fees
Dec 14 - Dec 15
Updated Hale Ono Loa condo with ocean-view lanai and pool

Oceanview Corner/Studio Condo at Kaanapali Shores Resort - Unit 742

Oceanview Corner/Studio Condo at Kaanapali Shores Resort - Unit 742
Lahaina
8.8 out of 10, Excellent, (105)
"Love the swimming pools and convenient access to beach "
United States
Korri
The price is ¥24,567
¥128,607 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Oceanview Corner/Studio Condo at Kaanapali Shores Resort - Unit 742

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, (50)
"We had a great time!"
United States
Ryan N.
The price is ¥29,232
¥134,216 total
includes taxes & fees
Dec 13 - Dec 14
OCEANVIEW, 1 bed/1 bath condo at the exclusive gated Kapalua Bay Villa 32G4!

Island Charm Studio, 10 Minutes to Napili Beach

Island Charm Studio, 10 Minutes to Napili Beach
Lahaina
9.6 out of 10, Exceptional, (57)
"Safe and quiet stay; we visited different beaches from our stay… place was clean, parking available.. Joseph was very responsive and helpful… recommend stay…"
United States
Andreina R.
The price is ¥28,702
¥70,370 total
includes taxes & fees
Dec 13 - Dec 14
Island Charm Studio, 10 Minutes to Napili Beach

OCEAN and MOUNTAIN view corner 2 bdrm unit - Royal Kahana 220

OCEAN and MOUNTAIN view corner 2 bdrm unit - Royal Kahana 220
Lahaina
9.2 out of 10, Wonderful, (78)
"Great property! It was perfect for our needs and had a nice view of the ocean. The kitchen, dining, and living room area were a nice size. We really appreciated the extra single bed in the one bedroom."
Canada
Julie M.
The price is ¥23,168
¥143,514 total
includes taxes & fees
Dec 13 - Dec 14
OCEAN and MOUNTAIN view corner 2 bdrm unit - Royal Kahana 220

Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER
3.0 star property
Lahaina
9.0 out of 10, Wonderful, (1710)
"Excellent stay. "
United States
casey william
The price is ¥57,376
¥67,681 total
includes taxes & fees
Dec 21 - Dec 22
Napili Shores Maui by OUTRIGGER

Renovated Studio Ka’anapali Shores | Pools, AC, Beach Access

Renovated Studio Ka’anapali Shores | Pools, AC, Beach Access
lahaina
9.8 out of 10, Exceptional, (12)
"A very nice and clean-property located a very beautiful area five minutes to walk to the beach, there is food truck also just a walking distance. Highly recommended."
Canada
Shuchi
The price is ¥16,637
¥117,576 total
includes taxes & fees
Dec 16 - Dec 17
Renovated Studio Ka’anapali Shores | Pools, AC, Beach Access
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

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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?

Legendary Estate 50 Steps to Maui’s Best Beach! New! 5 Bedroom, Pool With Slide!: 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. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like 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.