Kalaupapa Vacation Rentals from $216: Search Short-Term Rentals

Q: What are some of the best vacation home rentals in Kalaupapa?

Kapalua Golf Villas Resort by KBM : This vacation home rental outside 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. Kitchen amenities include a fridge, an oven, and a microwave. Kick off your shoes and enjoy yourself with a terrace and a garden.

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Our top choices for Kalaupapa vacation rentals

A sunset view with palm trees and a pool area.

1. sweet escape - Moloka'i living

Kaunakakai

Frank

$305 nightly

Sep 30 - Oct 1

Total with taxes and fees

A well-maintained lawn with palm trees and outdoor seating areas, overlooking a body of water.

2. COCONUT COVE CONDO–Molokai Shores 303

Kaunakakai

Mary C.

$300 nightly

Oct 5 - Oct 6

Total with taxes and fees

A resort with multiple buildings, a swimming pool, and a view of the ocean.

3. 2BR Ocean View w/Lanai and Kitchen - Molokai Shores 217

Kaunakakai

Ryan

$561 nightly

Sep 30 - Oct 1

Total with taxes and fees

A resort with a pool, palm trees, and a view of the ocean.

4. Modern Oceanfront W/Lanai and WiFi–Molokai Shores

KAUNAKAKAI

Kevin

$471 nightly

Sep 30 - Oct 1

Total with taxes and fees

A tropical view with a table set with a fruit plate, a dragon fruit, and a mug.

5. September Sale! Molokai Island Retreat

Kaunakakai

PATRICK C.

$253 nightly

Oct 13 - Oct 14

Total with taxes and fees

A coastal view with a rocky shoreline, palm trees, and a clear sky.

6. Efficiency

Maunaloa

Sabina B.

7. Ocean Front-Unobstructed Views- Beautiful Upgraded Condo

Maunaloa

Tristan

$285 nightly

Oct 8 - Oct 9

Total with taxes and fees

A cozy living room with a sofa, chairs, and a dining area.

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

Kaunakakai

"The Sunrise Cottage, and indeed the entire Pu'u o Hoku Ranch is a hidden gem. We may be biased since we held our wedding celebration here back in 2016, but to return ten years later and find it even more lovely was a delight. Molokai isn't for everyone, but to those drawn to it a wonderful adventure awaits. We'll return as often as they'll have us. Mahalo to all those who made our stay so wonderful."

Scott J.

$670 nightly

Sep 30 - Oct 1

Total with taxes and fees

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Top Kalaupapa Hotel Reviews

Kahana Beach Vacation Club

10/10 Excellent

"na"

Aston Mahana at Kaanapali

10/10 Excellent

"We celebrated our honeymoon here! Condo was amazing, just like the pictures. Loved the view, balcony and kitchenette. Space was spacious as well, didn't seem cramped. Staff was very friendly, gave us wine, chocolates and marriage advice to celebrate. Only downside to us was the beach in front wasn't as wide as our last hotel in kannapali and there were quite a few flat rocks in the shallows with a drop off in the water so it wasn't ideal for swimming or lounging on the beach at this property. Although the daily turtles we saw eating the algae on the rocks were a bonus. We did a lot of exploring this trip so we weren't too upset about the beach. Still walkable so that was good."

Napili Village Hotel

8/10 Good

"It was our family's first time in Maui, and staying at Napili Village was overall wonderful. The location of this spot is great - it's a 1-2 minute walk to the entrance of Napili Bay. There is a delicious coffee shop/cafe and gear rental place steps from the front desk. There's a small market a 5-minute drive away. The front desk staff were so kind and helpful. I think it's important to remember this is a simple accommodation. Everything is functional, but maybe could use a little sprucing. Rooms were clean and well stocked. Even so, the staff happily provided a huge stack of extra towels and pillows when we asked. We loved having a small kitchen and being steps from the pool. We would stay again and would recommend it to others!"

Kahana Villa

8/10 Good

"Staff at front desk was very friendly and welcoming. We enjoyed the view from balcony and the use of pool area. Our washer/dryer was not working so we called and maintenance was in and out a few days. They were all very nice and professional. It would be nice if bed in bedroom was at least a queen. Our toddler slept with us which was not enough room for my husband and I so we took turns sleeping on pull out in living room. It would of been a nice touch to have housekeeping call and see if we needed anything. 7 days is a long time to not have housekeeping. I just washed our towels and swept up daily. It was a nice touch they provided dish soap and laundry soap. A swiffer or mop would be nice. Thank you for our stay."

AEI at Kaanapali Shores

10/10 Excellent

"It does not have a fan like the listing said, it was however very nice. In room laundry and a full kitchen is excellent to have when staying regardless of having little ones or not. The two pools were very well upkept and nice to spend time in, two "hot" tubs as well, a kids less hot one and a regular adult hot tub. Beach Club restaurant on the property was decent, has great drinks with or without alcohol. I do think I may have been charged more at the property than Expedia listed though, I'll look into that and inquire if possible to have that adjusted. Have to pay for parking per day, was about $11 something a day, can park in the parking garage or anywhere in a parking spot. Shops and food trucks nearby also very nice experience. Beach was not as nice as when we stayed up the road last year at Royal Lahina, but maybe that's just the way it is this season. We did have an issue with cooling in our room and called twice about it hours apart and despite being promised someone would be up to check on it/us, nobody ever came. On the bright side we did eventually get the cooling working well enough, I do feel that could use some work though, the rooms rely on automated sensors to detect if the balcony doors are closed and perfectly lined up, but the sensors do NOT perfectly line up above the door when it's centered. The thermostat says it should say which sensor is the problem preventing cooling, however it said nothing and just wouldn't cool for a while despite running 24/7."

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 $216 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?

Kapalua Golf Villas Resort by KBM: This vacation home rental outside 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. Kitchen amenities include a fridge, an oven, and a microwave. Kick off your shoes and enjoy yourself with a terrace and 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.

Kalaupapa Vacation Rentals

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Check prices for these dates

Our top choices for Kalaupapa vacation rentals

1. sweet escape - Moloka'i living

2. COCONUT COVE CONDO–Molokai Shores 303

3. 2BR Ocean View w/Lanai and Kitchen - Molokai Shores 217

4. Modern Oceanfront W/Lanai and WiFi–Molokai Shores

5. September Sale! Molokai Island Retreat

6. Efficiency

7. Ocean Front-Unobstructed Views- Beautiful Upgraded Condo

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

9. Napili Village Hotel

10. Gorgeous Napili Shores G258 Newly remodeled Studio Condo

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

12. Kapalua Bay Villas Resort by KBM

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

14. The Napili Bay, Steps to Sand, Studio, King bed, Remodeled in June of 2023

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

16. Ultra Modern/Coastal-Remodel, Oceanview, AC - Napili Shores G154

17. Top Floor! Direct Ocean View! Vaulted Ceilings! Winter Spec! #218

18. Updated Studio, AC, steps to beach

19. Napili Shores Maui by OUTRIGGER

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

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Top Kalaupapa Hotel Reviews

Kahana Beach Vacation Club

Find out more about Kalaupapa

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