Kalaupapa Vacation Rentals from $199: 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 well-maintained lawn with palm trees and outdoor seating areas, overlooking a body of water.

1. COCONUT COVE CONDO–Molokai Shores 303

Kaunakakai

Chris R.

$302 nightly

Nov 5 - Nov 6

Total with taxes and fees

A sunset view with palm trees and a pool area.

2. sweet escape - Moloka'i living

Kaunakakai

Frank

$350 nightly

Nov 10 - Nov 11

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

$570 nightly

Nov 8 - Nov 9

Total with taxes and fees

A beach with clear turquoise water, sandy shore, palm trees, and a resort building in the background.

4. Napili Shores Maui by OUTRIGGER

Lahaina

Steve

$246 nightly

Nov 5 - Nov 6

Total with taxes and fees

5. Aston Kaanapali Shores

Lahaina

Dina

$240 nightly

Dec 5 - Dec 6

Total with taxes and fees

A building with a pool, surrounded by tropical vegetation and palm trees, overlooking a clear blue ocean.

6. Napili Village Hotel

Lahaina

Adrian

$168 nightly

Nov 5 - Nov 6

Total with taxes and fees

A swimming pool with a tiled edge, surrounded by palm trees and blue chairs.

7. Ke Nani Kai Unit 156- More Molokai

Maunaloa

Tiari H.

$334 nightly

Nov 7 - Nov 8

Total with taxes and fees

A beach view with lounge chairs and a clear sky.

8. Napili Sunset on the Beach

Lahaina

Beverly

$225 nightly

Nov 15 - Nov 16

Total with taxes and fees

A table with two drinks and a flower on a balcony overlooking the ocean.

9. Kapalua Ridge Villas Resort by KBM

Lahaina

Lizbeth

$779 nightly

Dec 5 - Dec 6

Total with taxes and fees

10. Renovated OceanFront Condo Romantic Getaway - Kahana Reef 111

Lahaina

Jackie P.

$414 nightly

Nov 5 - Nov 6

Total with taxes and fees

A tropical garden with a pond, palm trees, and a building with balconies.

11. Studio w Pool Steps to Sandy Beach-Napili Shores D127

Lahaina

Jeanne D.

$422 nightly

Nov 5 - Nov 6

Total with taxes and fees

A spacious living room with a large window overlooking the ocean, furnished with a sofa, armchairs, and a coffee table.

12. West Maui Studio at BeachFront Resort w Pool- Sleeps 3 Royal Kahana 104

Lahaina

TIA

$379 nightly

Nov 5 - Nov 6

Total with taxes and fees

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

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

Kaunakakai

"The Sunrise Cottage is well laid out with beautiful views. Well stocked with the basics and kitchen wares. Your privacy is respected also. I highly recommend the ranch tour when you first get there to get you oriented to this beautiful 14000 acre ranch. My wife and I hiked over 40 miles of the trails in 5 days and did not complete them all. Beautiful special place with spectacular views everywhere. The host is very informative, pleasant, excellent communication, and take care of your needs."

Carl C.

$679 nightly

Nov 16 - Nov 17

Total with taxes and fees

A pool area with a waterfall, stone steps, and tropical plants.

14. Renovated Studio Ka’anapali Shores | Pools, AC, Beach Access

lahaina

Gregory M.

$721 nightly

Nov 5 - Nov 6

Total with taxes and fees

15. Spacious Studio/Spectacular Ocean View/Pool/Gym

Lahaina

Sandra B.

$278 nightly

Nov 16 - Nov 17

Total with taxes and fees

A pool area with lounge chairs, a swimming pool, and tropical vegetation.

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

Lahaina

Tracy H.

$788 nightly

Nov 18 - Nov 19

Total with taxes and fees

An outdoor patio with a round table and chairs, a grill, and palm trees in the background.

17. Beautiful Ocean and Outer Island Views! See Whales in season!

Lahaina

Jasdeep Singh

$348 nightly

Nov 5 - Nov 6

Total with taxes and fees

A beachside hotel with lounge chairs and umbrellas, a pool, and a rocky shoreline.

18. Cute and Cozy Ground Floor! Beach access! Great Location! #113

Lahaina

Kiele P.

$386 nightly

Nov 12 - Nov 13

Total with taxes and fees

A spacious balcony with a view of the ocean, furnished with a sofa, chairs, and a coffee table.

19. Kapalua Bay Villas Resort by KBM

Kapalua

Mariana

$774 nightly

Nov 7 - Nov 8

Total with taxes and fees

A large outdoor swimming pool with a rock feature, surrounded by palm trees and lounge chairs.

20. Charming Studio at Oceanfront Ka’anapali Shores | Pools, Beach Access, AC

Lahaina

Michael

$696 nightly

Nov 5 - Nov 6

Total with taxes and fees

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Top Kalaupapa Hotel Reviews

Napili Village Hotel

8/10 Good

"I would not stay here again as the walls are VERY thin and you can hear everything all your neighbors are doing. Also, the "partial" ocean view is heavy on the partial. HOWEVER I do want to call out the man and woman that work the front desk, they are FANTASTIC. Very helpful and accommodating and friendly. I would stay at any hotel they were working at."

Kahana Falls Maui

8/10 Good

"Front desk, Jessie, was fantastic. This is our 2nd stay here. Units are aged, but very clean. Air con works fine. Shower is good. Location is fantastic, short walk to the beach with turtles if you are lucky. Great location, a very short drive to our favorite breakfast place, Ka Lei, & and even shorter drive to our favorite Happy hour place, Pineapple Robot. A great value in Maui. Staff is a highlight."

AEI at Kaanapali Shores

8/10 Good

"Overall, our experience was excellent at the property. The only comments were that the television in the main living area had issues with the sound and unfortunately, the maintenance couldn’t fix the problem and as a work around turned on the subtitles so we could understand what was being said. It wasn’t that much of a non-negotiable as we were there to enjoy the island and not to spend a lot of time in from the TV. We also have problems with a clogged drain which the management and maintenance team addressed immediately and was very much appreciated. I would recommend the resort most definitely. The only reason I gave a four star review is because of those two issues ."

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 $199 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. COCONUT COVE CONDO–Molokai Shores 303

2. sweet escape - Moloka'i living

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

4. Napili Shores Maui by OUTRIGGER

5. Aston Kaanapali Shores

6. Napili Village Hotel

7. Ke Nani Kai Unit 156- More Molokai

8. Napili Sunset on the Beach

9. Kapalua Ridge Villas Resort by KBM

10. Renovated OceanFront Condo Romantic Getaway - Kahana Reef 111

11. Studio w Pool Steps to Sandy Beach-Napili Shores D127

12. West Maui Studio at BeachFront Resort w Pool- Sleeps 3 Royal Kahana 104

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

14. Renovated Studio Ka’anapali Shores | Pools, AC, Beach Access

15. Spacious Studio/Spectacular Ocean View/Pool/Gym

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

17. Beautiful Ocean and Outer Island Views! See Whales in season!

18. Cute and Cozy Ground Floor! Beach access! Great Location! #113

19. Kapalua Bay Villas Resort by KBM

20. Charming Studio at Oceanfront Ka’anapali Shores | Pools, Beach Access, AC

Find vacation rentals that suit your style

Top Kalaupapa Hotel Reviews

Napili Village Hotel

Find out more about Kalaupapa

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