Photo by Lisa A Schmidt

Kalaupapa Vacation Rentals

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Vacation Rentals in Kalaupapa

Aston Kaanapali Shores

3.5 star property
8.6 out of 10, Excellent, (3463)
"Amazing place very nice and welcoming. Provided basic essentials, amazing views, rentals at fair prices and the restaurant was delicious. Also food trucks and grocery store is in walking distance "
The price is CA $441
CA $562 total
includes taxes & fees
Feb 25 - Feb 26
Aston Kaanapali Shores

Kahana Falls Maui by VRI Americas

3.5 star property
8.0 out of 10, Very good, (847)
"Great overall stay. Worth the price compared to other properties in similar area. Jacuzzi was working and good. Room was clean."
Kahana Falls Maui by VRI Americas

Kahana Villa

3.0 star property
8.0 out of 10, Very good, (313)
"The condo is located in a quieter section of Maui. We sat on our lanai and watched whales! Restaurants within walking distance. The only complaint was the bed was very hard and difficult to sleep on."
Kahana Villa

Kahana Beach Vacation Club

3.0 star property
8.4 out of 10, Very good, (644)
"Friendly helpful staff. property was well maintained."
Kahana Beach Vacation Club

Napili Shores Maui by OUTRIGGER

3.0 star property
8.8 out of 10, Excellent, (1562)
"I really enjoyed having the barbecues. Also the laundry. We love staying on Napili Bay. "
The price is CA $568
CA $669 total
includes taxes & fees
Mar 9 - Mar 10
Napili Shores Maui by OUTRIGGER

Royal Kahana Maui by OUTRIGGER

3.0 star property
8.0 out of 10, Very good, (1347)
"Unit was spacious and well laid out, furnishing were in excellent shape"
The price is CA $454
CA $1,078 total
includes taxes & fees
Mar 8 - Mar 9
Royal Kahana Maui by OUTRIGGER

Kapalua Villas Maui

4.0 star property
8.8 out of 10, Excellent, (927)
"It was everything we wanted and we are definitely coming back."
The price is CA $674
CA $1,561 total
includes taxes & fees
Mar 25 - Mar 26
Kapalua Villas Maui

Hono Koa Vacation Club

3.0 star property
8.8 out of 10, Excellent, (177)
"We loved having the beautiful green space to enjoy the water view. The condition of the room was not good. Some doors couldn't be locked. Some windows couldn't be opened. We communicated this to the person on staff. She never showed she was very interested in helping. A security guy was there and got involved. No AC so opening doors and windows was important. Person on staff both days we were there seemed to not care at all about our experience and needs. Wouldn't stay there again. "
Hono Koa Vacation Club

Napili Sunset on the Beach

2.5 star property
9.2 out of 10, Wonderful, (623)
"Nice place and beaches"
The price is CA $348
CA $410 total
includes taxes & fees
Feb 25 - Feb 26
Napili Sunset on the Beach

Sands of Kahana

3.0 star property
8.2 out of 10, Very good, (429)
"It was nice the restaurant was close, wish they had food options on property. The pizza place across the street was good. We had a great time. "
Sands of Kahana

Castle Napili Surf Beach Resort

3.5 star property
10.0 out of 10, Exceptional, (106)
"Was amazing. We loved it. Want to go back someday. "
Castle Napili Surf Beach Resort

Napili Village Hotel

3.0 star property
8.6 out of 10, Excellent, (59)
"I loved the cleanliness, in spite of it being older. It is close to Napili Beach, and it is so convenient to have a kitchen. It is quiet for the most part. One night we heard people being loud, even after quiet hours. That is not the hotel’s fault though. "
Napili Village Hotel

Aston Mahana at Kaanapali

3.5 star property
9.0 out of 10, Wonderful, (1603)
"We had an amazing time during our stay at the Aston Mahana. Great location, amenities, room, and service! And it's so nice that it's right near the boardwalk. Highly recommended!"
Aston Mahana at Kaanapali

AEI at The Mahana Kaanapali Resort

4.0 star property
8.8 out of 10, Excellent, (242)
"Beautiful location with great sea views. My studio suite was located on the third floor and could do with an upgrade. Otherwise, it was safe, quiet, and clean. "
AEI at The Mahana Kaanapali Resort

The Gardens at West Maui

3.0 star property
8.4 out of 10, Very good, (458)
"Very nice stay. Very laid back. Very comfy. Wish the pool would have been a bit warmer but I bet it's perfect in the hot season. Enjoyed our stay very much."
The Gardens at West Maui

Aston at Papakea Resort

3.0 star property
8.2 out of 10, Very good, (1366)
"This was an excellent place to stay and we will definitely be coming again "
Aston at Papakea Resort

Castle at Moloka'i Shores

3.0 star property
7.2 out of 10, Good, (161)
"I arrived at night and didn’t realize there wasn’t a front desk. My phone had no signal, so I couldn’t make a call. A guy who lived there was outside and let me borrow his phone, so I was then able to call and get instructions. There was apparently a key box, and they gave me the code. However, I couldn’t figure out how to open the key box, so I went back to that same guy, and, between the two of us, we figured it out. It was very frustrating getting inside, but once I did, I really liked...
Castle at Moloka'i Shores

AEI at Kaanapali Shores

4.0 star property
8.8 out of 10, Excellent, (323)
"Wonderful stay could walk just a little and swim in the ocean, wonderful. They did have a pickle ball. court that was very busy, we didn't play because it was full a lot. and we were doing other things, but love that they have one. Rooms clean, too. few hooks for towels but other than that they were great!!!! Beautiful view."
AEI at Kaanapali Shores

10 Feet from the Edge of the Ocean! Turtles, Whales! Views of Lanai/ Molokai!

10.0 out of 10, Exceptional, (194)
"13 to 22 Dec great location as advertised it is truly close to the water."
10 Feet from the Edge of the Ocean! Turtles, Whales! Views of Lanai/ Molokai!

Wavecrest

3.0 star property
8.0 out of 10, Very good, (3)
"I didn’t like 3 flights of stairs when I I’m han"
Wavecrest
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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Other types of properties in Kalaupapa you may be interested in

Aston Kaanapali Shores

3.5 star property
8.6 out of 10, Excellent, (3463)
"Amazing place very nice and welcoming. Provided basic essentials, amazing views, rentals at fair prices and the restaurant was delicious. Also food trucks and grocery store is in walking distance "
The price is CA $441
CA $562 total
includes taxes & fees
Feb 25 - Feb 26
Aston Kaanapali Shores

The Ritz-Carlton Maui, Kapalua

5.0 star property
9.2 out of 10, Wonderful, (1003)
"My wife and I enjoyed every aspect of our vacation at the Ritz Carlton Kapalua. The employees were very attentive to all our needs and made us feel special."
The price is CA $1,265
CA $1,570 total
includes taxes & fees
Feb 28 - Mar 1
The Ritz-Carlton Maui, Kapalua

Hilton Vacation Club Ka'anapali Beach Maui

4.0 star property
8.8 out of 10, Excellent, (1000)
"We had a wonderful time at the resort. Very clean and the staff were amazing! "
The price is CA $496
CA $636 total
includes taxes & fees
Feb 28 - Mar 1
Hilton Vacation Club Ka'anapali Beach Maui
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.

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?

The #1 Luxury OCEAN FRONT Mansion! Sleeps 32: 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 11 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

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.