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, (3350)
"We had an excellent time staying three nights at the Aston! We ate at the restaurant and it was great. The amenities are great and the staff went above and beyond our expectations. We used the concierge for booking a luau and it was fantastic. Five stars all around! "
The price is CA $431
CA $550 total
includes taxes & fees
Dec 16 - Dec 17
Aston Kaanapali Shores
Aston Mahana at Kaanapali
3.5 star property
9.0 out of 10, Wonderful, (1574)
"We love this place. We stay here to relax and enjoy the view. Also the staff is wonderful!"
Aston Mahana at Kaanapali
Napili Shores Maui by OUTRIGGER
3.0 star property
8.8 out of 10, Excellent, (1533)
"Lovely peaceful place. Lots of grass for kids to play on. Pool was perfect temperature and the gentleman doing maintenance/cleaning was extremely through and very friendly."
Napili Shores Maui by OUTRIGGER
Castle Napili Surf Beach Resort
3.5 star property
10.0 out of 10, Exceptional, (78)
"We really enjoyed our stay here! Highly recommend. Only complaint is that the parking spots were incredibly small. "
Castle Napili Surf Beach Resort
Napili Sunset on the Beach
2.5 star property
9.2 out of 10, Wonderful, (600)
"Very Nice Soot! Cozy!"
The price is CA $319
CA $376 total
includes taxes & fees
Nov 24 - Nov 25
Napili Sunset on the Beach
Aston at Papakea Resort
3.0 star property
8.2 out of 10, Very good, (1353)
"Originally we were checked into a smaller 3rd story room when we believed we were supposed to have a different ground floor. We advised them at check in, and though we would have still had a great vacation in this room, the management quickly remedied the situation and made our stay so much more pleasant. Everyone was so kind and gracious. The property and stay were perfect!"
Aston at Papakea Resort
Kapalua Villas Maui
4.0 star property
8.6 out of 10, Excellent, (910)
"Loved the property and location. Only issue is that eating establishments are somewhat limited in variety and price and most require advance reservations. I found I would drive to kanapali for more options"
The price is CA $308
CA $1,116 total
includes taxes & fees
Dec 12 - Dec 13
Kapalua Villas Maui
The Gardens at West Maui
3.0 star property
8.4 out of 10, Very good, (436)
"Lisa at the front desk was so friendly, helpful and a delight, really enjoyed this property. Would recommend it too others."
The Gardens at West Maui
Royal Kahana Maui by OUTRIGGER
3.0 star property
8.0 out of 10, Very good, (1312)
"Great property"
The price is CA $326
CA $918 total
includes taxes & fees
Dec 20 - Dec 21
Royal Kahana Maui by OUTRIGGER
Kahana Beach Vacation Club
3.0 star property
8.4 out of 10, Very good, (609)
"Large space for a great price. There was a full-sized kitchen, living room, and separate bedroom. The bedroom and living room were pretty much the same size and very big. There were two full baths as well."
Kahana Beach Vacation Club
AEI at Kaanapali Shores
4.0 star property
8.8 out of 10, Excellent, (313)
"I’m giving this good ratings but I did want to comment on a few issues. Overall, we enjoy this place and it was our 2nd time back. We stayed in room 823. The toilet in the master was not working right and I noticed it right away when we arrived. It had a small bit of water running all the time so it always made noise. My 2nd complaint with this unit was that there were a lot of small/medium size cockroaches all over. I probably killed 15-30 of them but it didn’t seem to make a difference....
AEI at Kaanapali Shores
AEI at The Mahana Kaanapali Resort
4.0 star property
8.8 out of 10, Excellent, (232)
"The reef right outside your door and the walkable nearby beach were great. The service charges for room cleaning was a negative."
AEI at The Mahana Kaanapali Resort
Sands of Kahana
3.0 star property
8.2 out of 10, Very good, (415)
"Nice area to satu with Family, safe and calming relaxing. Enjoyed evrything the place was nice and clean"
Sands of Kahana
Kahana Falls Maui by VRI Americas
3.5 star property
8.0 out of 10, Very good, (817)
"We had a wonderful time, and found a lot to do and great food ! "
Kahana Falls Maui by VRI Americas
Hono Koa Vacation Club
3.0 star property
8.8 out of 10, Excellent, (174)
"The staff were extremely polite and helpful, the rooms were clean and well maintained. Every morning we saw them cleaning the pool, hot tub and grills. They cleaned rooms after checkout and offer a complimentary stay at their nearby sister location for late flights like ours. If given the opportunity I would stay here again! "
Hono Koa Vacation Club
Castle at Moloka'i Shores
3.0 star property
7.0 out of 10, Good, (156)
"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
Maui Kai
3.0 star property
9.2 out of 10, Wonderful, (411)
"It was a clean and very quiet area. Loved the scenery."
Maui Kai
The #1 Luxury OCEAN FRONT Mansion! Sleeps 32
9.8 out of 10, Exceptional, (58)
"After staying here for a 3rd time, I decided to leave a review. This is such a fantastic home in the best location on Maui. We LOVE having the private beach in our own backyard, plenty of space to gather as a family with privacy in the bedrooms if we want it. The teens work out in the fitness center, the kids play in the pool and the adults lay out on the beach, all without leaving! Thank you so much"
The #1 Luxury OCEAN FRONT Mansion! Sleeps 32
Kahana Villa
3.0 star property
8.0 out of 10, Very good, (303)
"We love Kahana Villa especially for the price that we got it for compare to the other condo/apartment nearby. The place is very clean and spacious. Also, the staff members are very responsive and professional. Mahalo!"
Kahana Villa
Royal Kahana Resort by rkmaui
3.5 star property
8.8 out of 10, Excellent, (173)
"It was amazing!!"
Royal Kahana Resort by rkmaui
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, (3350)
"We had an excellent time staying three nights at the Aston! We ate at the restaurant and it was great. The amenities are great and the staff went above and beyond our expectations. We used the concierge for booking a luau and it was fantastic. Five stars all around! "
The price is CA $431
CA $550 total
includes taxes & fees
Dec 16 - Dec 17
Aston Kaanapali Shores
The Ritz-Carlton Maui, Kapalua
5.0 star property
9.0 out of 10, Wonderful, (1003)
"Had a wonderful stay for our anniversary and we definitely will be back! The service was impeccable and everyone was SO friendly wherever we went in the hotel, even the housekeeping when passing in the halls. It's so rare these days, even in top hotels. Breakfast was a little overpriced for the ala carte menu, but the food in every restaurant was very good. Had the best massage of my life at the spa (Holly is AMAZING) and wished we had planned to spend more time there. Have stayed at other...
The price is CA $1,004
CA $1,262 total
includes taxes & fees
Dec 1 - Dec 2
The Ritz-Carlton Maui, Kapalua
Hilton Vacation Club Ka'anapali Beach Maui
4.0 star property
8.8 out of 10, Excellent, (1002)
"Rooms were bright, clean, beautiful view and staff was very helpful"
The price is CA $366
CA $481 total
includes taxes & fees
Dec 14 - Dec 15
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.
Beautiful view of the beach with palm trees

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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?

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 St. Joseph's Catholic Church 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.