Kalaupapa Vacation Rentals from SAR 817: 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.

Check prices for these dates

In two weeks

In two months

In three months

In four months

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

SAR 1,546 total

includes taxes & fees

13 Dec - 14 Dec

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

2. COCONUT COVE CONDO–Molokai Shores 303

Kaunakakai

Chris R.

SAR 1,334 total

includes taxes & fees

15 Nov - 16 Nov

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

SAR 2,432 total

includes taxes & fees

10 Dec - 11 Dec

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

4. Molokai Island Retreat Wavecrest-Ocean Views

Kaunakakai

Esther-Jean O.

SAR 1,213 total

includes taxes & fees

13 Nov - 14 Nov

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

5. Efficiency

Maunaloa

Sabina B.

SAR 1,056 total

includes taxes & fees

16 Nov - 17 Nov

A coastal beach with rocky shoreline, sandy beach, and houses in the background.

6. Ke Nani Kai Unit 156 - More Molokai

Maunaloa

Karla C.

A beach with clear blue water, palm trees, and a resort in the background.

7. Napili Village Hotel

Lahaina

Adrian

SAR 817 total

includes taxes & fees

13 Nov - 14 Nov

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 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.

SAR 2,856 total

includes taxes & fees

16 Nov - 17 Nov

A tropical garden with a waterfall, lush greenery, and a gazebo.

9. Aston Kaanapali Shores

Lahaina

Alyssa

SAR 919 total

includes taxes & fees

15 Nov - 16 Nov

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

10. Napili Shores Maui by OUTRIGGER

Lahaina

Steve

SAR 1,099 total

includes taxes & fees

26 Nov - 27 Nov

A balcony with a table and chairs, overlooking a beach with palm trees and the ocean.

11. Modern Luxury OCEAN FRONT condo with Lanai & Molokai Views!-Royal Kahana 409

Lahaina

Robert D.

SAR 3,058 total

includes taxes & fees

26 Nov - 27 Nov

12. Renovated OceanFront Condo Romantic Getaway - Kahana Reef 111

Lahaina

Jackie P.

SAR 2,942 total

includes taxes & fees

17 Nov - 18 Nov

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

Lahaina

John M.

SAR 1,228 total

includes taxes & fees

16 Nov - 17 Nov

A room with a dining table set for two, a blue sofa, and a view of the ocean.

SAR 3,344 total

includes taxes & fees

30 Nov - 1 Dec

View all properties

Find vacation rentals that suit your style

Apartments

Aparthotels

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

Top Kalaupapa Hotel Reviews

Aston at Papakea Resort

10/10 Excellent

"Everything was as excepted. We had the best time for my wife Tenille's 50th surprise birthday trip"

Aston Mahana at Kaanapali

10/10 Excellent

"This is my first time going to Hawaii. This hotel is somewhat difficult to find but it is the best hotel I ever stayed. My room was very cozy with perfect ocean view. I felt like enough to just stay in the room for the whole vacation because it was so nice. Thanks to the staff they very helpful and friendly. Number one recommendation!"

Sands of Kahana

8/10 Good

"We really enjoyed our stay at Sands of Kahana! One of the things I appreciated most was having a washer and dryer right in the room, along with a full kitchen, which made our stay incredibly convenient. The room was exactly as advertised, and the beach right outside the property was absolutely beautiful. It was a wonderful spot to relax and enjoy the ocean. One thing to keep in mind is that the resort isn’t particularly close to many of Maui’s main attractions, so I would recommend planning on using Uber or renting a vehicle if you want to explore other parts of the island. My only negative experience was on checkout day. Someone knocked on our door at 9:00 a.m. to ask when we planned to leave, even though the official checkout time was 11:00 a.m. I found this unnecessary and felt it created an impression that we were being rushed out before checkout time. Aside from that experience, we had a wonderful stay. I would absolutely recommend Sands of Kahana to anyone looking for a beautiful beachfront property with the comforts of home!"

The Ritz-Carlton Maui, Kapalua

8/10 Good

"The property is absolutely gorgeous and deserves 5 stars, food and drinks were also great. We were there 8 days and more often than not we received poor service. I was standing waiting twice while employees had their backs turned and on their cell phones, sometimes the service felt like me ordering a drink was an inconvenience. The service was the only reason I chose the Ritz Carlton and I have consistently received better service at non 5 star hotels, they fell extremely short in every way. Room, restaurants, ambiance and amenities are amazing"

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.

Room 1

Change your mind

Treat yourself

Be picky

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. Molokai Island Retreat Wavecrest-Ocean Views

5. Efficiency

6. Ke Nani Kai Unit 156 - More Molokai

7. Napili Village Hotel

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

9. Aston Kaanapali Shores

10. Napili Shores Maui by OUTRIGGER

11. Modern Luxury OCEAN FRONT condo with Lanai & Molokai Views!-Royal Kahana 409

12. Renovated OceanFront Condo Romantic Getaway - Kahana Reef 111

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

14. Kuleana Club - 316

15. Napili Sunset on the Beach

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

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

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

19. Luxury Oceanfront Studio at Napili Shores A203 View of Lanai and Molokai

20. Gorgeous Napili Shores G258 Newly remodeled Studio Condo

Find vacation rentals that suit your style

Top Kalaupapa Hotel Reviews

Aston at Papakea Resort

Aston Kaanapali Shores

The Mauian - Boutique Beach Studios on Napili Bay

Aston Mahana at Kaanapali

Hilton Vacation Club Ka'anapali Beach Maui

Napili Shores Maui by OUTRIGGER

Napili Kai Beach Resort

Sands of Kahana

The Ritz-Carlton Maui, Kapalua

Frequently asked questions

Go further with the Expedia app