Kalaupapa Vacation Rentals from $234: Search Short-Term Rentals

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Our top choices for Kalaupapa vacation rentals

Napili Village Hotel

Lahaina

Patrick James

$197 nightly

Jul 3 - Jul 4

Total with taxes and fees

Garden View Second Floor Studio at Napili Shores – Steps to Napili Bay D229

Lahaina

Sean N.

$696 nightly

Jun 22 - Jun 23

Total with taxes and fees

sweet escape - Moloka'i living

Kaunakakai

Frank

$304 nightly

Jun 25 - Jun 26

Total with taxes and fees

Kuleana Club - 511

Lahaina

Baron

Molokai Island Retreat Wavecrest- Ocean Views

Kaunakakai

PATRICK C.

$282 nightly

Jun 23 - Jun 24

Total with taxes and fees

Ocean Front-Unobstructed Views- Beautiful Upgraded Condo

Maunaloa

Tristan

$261 nightly

Jun 22 - Jun 23

Total with taxes and fees

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

Kaunakakai

Gail D.

$714 nightly

Jun 28 - Jun 29

Total with taxes and fees

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

Lahaina

Diane D.

$719 nightly

Jul 6 - Jul 7

Total with taxes and fees

Updated Napili Shores Studio King Bed A/C Walk to Napili Bay

Lahaina

MeMe C.

$321 nightly

Jun 23 - Jun 24

Total with taxes and fees

Aloha Hale Ocean View Maui Condo In Ocean Front/Beach Resort Swim with Turtles!

Lahaina

Alicia H.

$407 nightly

Jun 22 - Jun 23

Total with taxes and fees

Fabulous Oceanfront Retreat at Kuleana 622 3rd Floor Condo A/C

Lahaina

Bob E.

$711 nightly

Jun 24 - Jun 25

Total with taxes and fees

COCONUT COVE CONDO–Molokai Shores 303

Kaunakakai

Matthew A.

$316 nightly

Jun 30 - Jul 1

Total with taxes and fees

Breathtaking Oceanfront Studio Napili Shores A106

Lahaina

Jannet B.

$742 nightly

Jul 7 - Jul 8

Total with taxes and fees

🐬Whales and The Waves | Discount | Beachfront | Oceanview | Pool | AC🐬

Lahaina

Makenzie

$319 nightly

Jun 22 - Jun 23

Total with taxes and fees

Kuleana Club - 320

Lahaina

"Quiet and clean! Spent the week with my daughter and had such a wonderful vacation. Located on the west side of Maui, near so many sandy beaches and restaurants. Snorkeled at Black Rock beach and swam with the sea turtles and fish only found in Hawaii . The condo had a full kitchen that we used through-out the stay. We never ran out of things to do. There were sea turtles on the beach on the condo property. Spotted whales and dolphins off the coast from our balcony. We looked forward to...

Scott

$443 nightly

Jun 25 - Jun 26

Total with taxes and fees

Stylish Oceanfront Kuleana 405 1BR Private Lanai, Sunset Views

Lahaina

AlexSandra S.

$734 nightly

Jun 22 - Jun 23

Total with taxes and fees

Napili Shores Maui by OUTRIGGER

Lahaina

Alison

$292 nightly

Jun 30 - Jul 1

Total with taxes and fees

OCEAN VIEW 2 Bdrm condo with Secluded Beach - Kahana Sunset C7

Lahaina

Don D.

$991 nightly

Jun 28 - Jun 29

Total with taxes and fees

Luxury Oceanfront Studio at Napili Shores, Renovated|Direct Ocean Views | AC

Lahaina

Andrew P.

$830 nightly

Jul 1 - Jul 2

Total with taxes and fees

2BR Ocean View w/Lanai and Kitchen - Molokai Shores 217

Kaunakakai

Ryan

$630 nightly

Jun 24 - Jun 25

Total with taxes and fees

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Top Kalaupapa Hotel Reviews

The Mauian - Boutique Beach Studios on Napili Bay

10/10 Excellent

"Enjoyed our stay and proximity to the beach. Beautiful property and gardens! Pool area was also nice. The staff were great, very accommodating. The only issue is lack of parking depending on the time of day."

Napili Village Hotel

10/10 Excellent

"It was a strange set up but it worked great for us. We didn’t see staff for more than a few minutes the entire week stay. No frills, for sure, but that helps keep the price down. Location is fantastic. Very close to the beach and we even had a little bit of a view! Parking lot gets full but we always managed to get parking. My kids loved the pool. Kitchen was well stocked. Having a clothes line to dry our stuff would’ve been a huge help. We used the balcony but the birds made a mess of some things. Overall everything was very clean but all of the towels provided had someone’s hair on them. Even when they were replaced during the week, the new ones also had hair."

Aston Kaanapali Shores

8/10 Good

"This was our second trip to Maui and our second stay at the Aston, so we knew exactly what to expect. For us, the property is a great fit. It isn't overly fancy or ultra-modern; instead, it has a relaxed, retro island vibe that we enjoy. Our stay went smoothly from check-in to check-out with no surprises. We stayed in a one-bedroom, one-bath condo-style unit with a full kitchen. Since we planned to host our adult children, their spouses, and our grandchildren several times during the trip, the space worked perfectly. If I had to point out a downside, it would be that some areas could use updating. However, the property is well maintained, and the staff were terrific throughout our stay. We especially enjoy the separate adult and family pools, along with the direct beach access. It provides a nice balance between relaxation and family activities. We ate at the restaurant several times. The food was consistently good, and the prices were reasonable for on-property dining, making it a practical option for larger families. Be prepared for resort and parking fees at checkout, but we found both to be reasonable. If you're not looking for a luxury five-star resort and simply want a peaceful, family-friendly place to enjoy Maui, this property is hard to beat on the north side of the island. We will definitely return. The location is in one of our favorite areas of Maui and continues to provide exactly the experience we're looking for."

Kahana Beach Vacation Club

10/10 Excellent

"One step away from the beach. Amazing location 👍👍 beautiful sunset. Breath taking views of turtles in the water, from the balcony. Loved relaxing on the balcony and watching the stars slightly brighten up the water. And occasionally seeing a falling star. Falling asleep to sound of the waves !!! 5 stars ! Most definitely recommend."

Aston Mahana at Kaanapali

8/10 Good

"We went for their suite with the balcony and it was waaayyy worth the view! The views in the morning and at night were incredible, we saw turtles, pods of dolphins, and even manta-rays almost every day! The only three negatives: if you need service in the rooms, its a hotel fee. We had a king bed for the room and if that bed is a king bed, im the emperor of Istanbul. We're not even big people and we wondered how that works for people bigger than us. The bed wasnt even a queen, but we made it work. On our last night there, the AC was shut down. So... sleeping in a room that's 80 degrees or higher for what we paid for without any compisation or even a FAN made our last night pretty negative. Again, the views: AMAZING. Tiny beds, negative. The hotel not making anything better by having no AC for the rooms, pretty weak."

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, condos, resorts, cabins, villas, motels. 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 low season months. For more hustle and bustle, you may prefer to visit Kalaupapa in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $234 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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.

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Things to do in Kaunakakai

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?

Celebrity Home Across the Street From Beach! Pool With Slide, Pickleball, Gym!: 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 6 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 Ironwood Hills Golf Club 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.

Kalaupapa Vacation Rentals

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Upfront pricing

Check prices for these dates

Our top choices for Kalaupapa vacation rentals

Napili Village Hotel

Garden View Second Floor Studio at Napili Shores – Steps to Napili Bay D229

sweet escape - Moloka'i living

Kuleana Club - 511

Molokai Island Retreat Wavecrest- Ocean Views

Ocean Front-Unobstructed Views- Beautiful Upgraded Condo

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

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

Updated Napili Shores Studio King Bed A/C Walk to Napili Bay

Aloha Hale Ocean View Maui Condo In Ocean Front/Beach Resort Swim with Turtles!

Fabulous Oceanfront Retreat at Kuleana 622 3rd Floor Condo A/C

COCONUT COVE CONDO–Molokai Shores 303

Breathtaking Oceanfront Studio Napili Shores A106

🐬Whales and The Waves | Discount | Beachfront | Oceanview | Pool | AC🐬

Kuleana Club - 320

Stylish Oceanfront Kuleana 405 1BR Private Lanai, Sunset Views

Napili Shores Maui by OUTRIGGER

OCEAN VIEW 2 Bdrm condo with Secluded Beach - Kahana Sunset C7

Luxury Oceanfront Studio at Napili Shores, Renovated|Direct Ocean Views | AC

2BR Ocean View w/Lanai and Kitchen - Molokai Shores 217

Find vacation rentals that suit your style

Top Kalaupapa Hotel Reviews

The Mauian - Boutique Beach Studios on Napili Bay

Find out more about Kalaupapa

Explore a world of travel with Expedia

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