Kalaupapa Vacation Rentals from CA $350: Short-Term Rentals for 2025

Q: 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.

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Vacation Rentals in Kalaupapa

"This is a great resort with a nice pool beach access and great location. Kids had a blast! "

CA $617 total

includes taxes & fees

Jan 28 - Jan 29

"Loved the location and friendly service"

"The staff was so friendly and helpful. The property was clean and has gorgeous views. We saw so much from our lanai from tons of sea turtles; dolphins; and even a large whale. Also a short walk takes you to a large parking lot with a huge variety of AMAZING food trucks to choose from. It’s a very convenient location. "

"The staff were all so friendly"

"It's an older property, but the location is ideal. The first room i had a strong smell of fabreeze and they found me another room that was better. Staff were friendly and helpful!"

"Amazing place. Great information and communication from extremely friendly and courteous staff. Especially for after hours check in. Good view, nice pool. Great room. Excellent quality 👌. Thanks for letting me find it!"

CA $412 total

includes taxes & fees

Jan 24 - Jan 25

Villa, 1 Bedroom, Oceanfront (Bay 36B3 Gold ,1Bath)

"the overall condition of the unit is in need of a deep cleaning. black mold all around the sides and rim of the small bath shower door and it leaks. several broken tiles throughout the rooms. main bath shower handle fell off in my hand when trying to turn shower head on from tub faucet. main bath sink's cold water handle just about the come off it pipe. ac programed to stay at 70 degrees which is ok if the humidity is not too bad outside but needed it cooler at times. kitchen could use a...

CA $1,328 total

includes taxes & fees

Feb 22 - Feb 23

"Rooms are very spacious and have great view. "

"Right near beach. "

Condo, 2 Bedroom, Oceanfront (Unit 410, 2Bath) | Terrace/patio

"This is my absolute favorite place to stay in Maui!!! "

CA $1,084 total

includes taxes & fees

Feb 19 - Feb 20

"The property is absolutely beautiful and very close to Napili Beach. What stood out the most was the excellent customer service we received while we were there. We highly recommend this property. We will definitely be staying here the next time we go to Maui. "

"Look and bbq was great. Great parking. Need a little bit more on local attractions, shops and eating places. "

"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. "

"The resort was very nice and their amenities were just what we needed. The unit we stayed in was not in the best condition; the kitchen cabinets were dirty and worn down and drawers did not move easily. Some of the dished and utensils were dirty. There were a few small nails protruding through the carpet/tile transition so we had to wear shoes in the unit. "

Outdoor pool, pool umbrellas, sun loungers

"We booked two condos for a family vacation. Both were clean with great views and air conditioning.…one was updated furnishings and tile throughout…one was outdated furniture and carpet..they are individually owned so you don’t know what you’ll get. Views were spectacular. Location was amazing…food trucks 5 minute walk and other stores as well. Definitely stay again. "

"The hotel was perfectly located. There were plenty of restaurants close by some even within walking distance. Restaurant on the premises was good and convenient. Food trucks within walking distance open from 5 to 8p.m. Communication with the hotel staff was amazing...they responded to our needs in a timely manner. We would stay there again. Was an amazing trip."

"Great location between Kaanapali and Kapalua. Private sleeping quarters, media room, gym, nice top floor communal area with a view of the ocean. Watched whales breach from inside the house. Sea turtles on the beach. There are lots of stairs, but as long as you are able to climb them it’s not an issue. Would definitely recommend for those traveling with a large group. "

Basic Room, 1 Bedroom (Corner, Specific Unit May Vary) | Balcony view

"We were on the 8th floor with an absolutely beautiful view of the ocean and the two neighboring islands. Saw lots of whales and sea turtles right from the balcony and spent most of our time in the condo out on the balcony. We loved it! "

"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...

Premier Studio Suite, 1 King Bed with Sofa bed, Partial Ocean View, Garden Area (Unit 1002) | View from room

"The team was very responsive when I had a small issue and resolved it quickly. The apartment had everything necessary to complete my vacation and the view off the porch is amazing. "

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Other types of properties in Kalaupapa you may be interested in

"This is a great resort with a nice pool beach access and great location. Kids had a blast! "

CA $617 total

includes taxes & fees

Jan 28 - Jan 29

"Nice property. I would stay there again."

CA $641 total

includes taxes & fees

Jan 29 - Jan 30

3 outdoor pools, cabanas (surcharge), sun loungers

"I liked the pool it was incredible"

CA $1,578 total

includes taxes & fees

Jan 23 - Jan 24

Find out more about Kalaupapa

Everything you need to know about Kalaupapa vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Kalaupapa vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Kalaupapa vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Kalaupapa vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Kalaupapa. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Kalaupapa vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Kalaupapa vacation rentals we have selected for you start as low as CA $350 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Kalaupapa rentals

At Expedia, we put the best Kalaupapa vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Kalaupapa rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Kalaupapa vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Kalaupapa. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Recent reviews of Kalaupapa properties

5/5 Excellent

2 nights to begin a return to Maui

"This is a beautiful property and the unit Puna 2 we stayed in was a beautiful well kept studio. Our stay was short due to other plans but we very much enjoyed every amenity. The view of Napili Bay was splendid. The help we received from Mo the concierge who solved the problem of no Uber service was apreciated.."

A verified traveller stayed at Napili Kai Beach Resort

Posted 2 days ago

5/5 Excellent

"The property is absolutely beautiful and very close to Napili Beach. What stood out the most was the excellent customer service we received while we were there. We highly recommend this property. We will definitely be staying here the next time we go to Maui. "

A verified traveller stayed at Castle Napili Surf Beach Resort

Posted 6 days ago

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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 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.

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Kalaupapa Vacation Rentals

Plan, book, stay with confidence

Check prices for these dates

Vacation Rentals in Kalaupapa

Aston Kaanapali Shores

Aston Kaanapali Shores

Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER

Aston Mahana at Kaanapali

Aston Mahana at Kaanapali

Kahana Beach Vacation Club

Kahana Beach Vacation Club

Kahana Falls Maui by VRI Americas

Kahana Falls Maui by VRI Americas

Napili Sunset on the Beach

Napili Sunset on the Beach

Kapalua Villas Maui

Kapalua Villas Maui

Sands of Kahana

Sands of Kahana

Kahana Villa

Kahana Villa

Royal Kahana Maui by OUTRIGGER

Royal Kahana Maui by OUTRIGGER

Castle Napili Surf Beach Resort

Castle Napili Surf Beach Resort

The Gardens at West Maui

The Gardens at West Maui

Hono Koa Vacation Club

Hono Koa Vacation Club

Aston at Papakea Resort

Aston at Papakea Resort

AEI at The Mahana Kaanapali Resort

AEI at The Mahana Kaanapali Resort

AEI at Kaanapali Shores

AEI at Kaanapali Shores

The #1 Luxury OCEAN FRONT Mansion! Sleeps 32

The #1 Luxury OCEAN FRONT Mansion! Sleeps 32

Maui Kai

Maui Kai

Castle at Moloka'i Shores

Castle at Moloka'i Shores

Royal Kahana Resort by rkmaui

Royal Kahana Resort by rkmaui

Other types of properties in Kalaupapa you may be interested in

Aston Kaanapali Shores

Aston Kaanapali Shores

Hilton Vacation Club Ka'anapali Beach Maui

Hilton Vacation Club Ka'anapali Beach Maui

The Ritz-Carlton Maui, Kapalua

The Ritz-Carlton Maui, Kapalua

Find out more about Kalaupapa

Find out more about Kalaupapa

Recent reviews of Kalaupapa properties

Recent reviews of Kalaupapa properties

Napili Kai Beach Resort

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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Frequently asked questions