A coastal landscape with a prominent green hill and a smaller rock formation in the sea.

Kalaupapa Vacation 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.

Dates

November 2026

December 2026

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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.

AED 1,306 total

includes taxes & fees

8 Nov - 9 Nov

A sunset view with palm trees and a pool area.

2. sweet escape - Moloka'i living

Kaunakakai

Frank

AED 1,513 total

includes taxes & fees

13 Nov - 14 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

AED 2,464 total

includes taxes & fees

19 Nov - 20 Nov

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

AED 1,070 total

includes taxes & fees

21 Nov - 22 Nov

5. Aston Kaanapali Shores

Lahaina

Dina

AED 843 total

includes taxes & fees

8 Nov - 9 Nov

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

6. Napili Village Hotel

Lahaina

Adrian

AED 817 total

includes taxes & fees

8 Nov - 9 Nov

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

7. Ke Nani Kai Unit 156- More Molokai

Maunaloa

Karla C.

AED 1,444 total

includes taxes & fees

8 Nov - 9 Nov

A beach view with lounge chairs and a clear sky.

8. Napili Sunset on the Beach

Lahaina

Beverly

AED 1,525 total

includes taxes & fees

10 Nov - 11 Nov

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

9. Kapalua Ridge Villas Resort by KBM

Lahaina

Lizbeth

AED 3,016 total

includes taxes & fees

5 Dec - 6 Dec

10. Renovated OceanFront Condo Romantic Getaway - Kahana Reef 111

Lahaina

Jackie P.

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.

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

AED 2,824 total

includes taxes & fees

8 Nov - 9 Nov

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.

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

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

lahaina

Gregory M.

AED 3,074 total

includes taxes & fees

13 Nov - 14 Nov

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

Lahaina

Sandra B.

AED 1,202 total

includes taxes & fees

16 Nov - 17 Nov

A resort with multiple buildings, a swimming pool, and a rocky shoreline with clear blue water.

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

Lahaina

Tracy H.

AED 3,318 total

includes taxes & fees

19 Nov - 20 Nov

A balcony table with a decorative centerpiece, overlooking a beach with palm trees and a clear sky.

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

Lahaina

Jasdeep Singh

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.

AED 1,553 total

includes taxes & fees

13 Nov - 14 Nov

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

AED 4,459 total

includes taxes & fees

14 Nov - 15 Nov

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

AED 2,906 total

includes taxes & fees

8 Nov - 9 Nov

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Find vacation rentals that suit your style

Top Kalaupapa Hotel Reviews

A beachfront restaurant with outdoor seating overlooking the ocean, palm trees, and a clear sky.

Hotel Moloka'i

Kaunakakai

10/10 Excellent

Debbie

Napili Village Hotel

Lahaina

10/10 Excellent

Napili Village Hotel is a great place to stay if you want to have a nice and relaxing vacation. My room was very spacious...with a balcony, big windows, big bed plus a day bed, and kitchen. it has its own parking. it's like a 2 minute walk to Napili Bay beach...which is awesome (nice calm waters...good for swimming and snorkeling). it is also just about a 5 minute walk to Kapalua Bay beach (also just as beautiful as Napili Bay beach). there's a cafe and snorkel rental shop next door, which is...

Patricia

A balcony with a glass table, two wicker chairs, and a potted plant with yellow flowers.

The Mauian - Boutique Beach Studios on Napili Bay

Lahaina

10/10 Excellent

Very intimate, we had the partial ocean view just steps away from the beach. Room was very clean,had everything you need stocked in the kitchen for cooking. Rooms have no air but ceiling fans and leaving windows open cool down the room and not to mention hearing the ocean waves are at night is so calming. Pool has bbqs and is awesome at night with the tiki torches lit. Thursday night they had a pool party free Maui Tais and a live singer. Everyone is so friendly and helpful. They provide beach...

Nikki

Napili Shores Maui by OUTRIGGER

Lahaina

10/10 Excellent

The setting here is wonderful. We could see and hear the waves whenever we were in our room. We had many meals on the balcony. But if you want a ocean view, make sure your building is one that has an ocean view. Ocean front rooms are more expensive, of course. If you don't care, the garden rooms have a very nice garden view as the gardens are nice too. Both the Gazebo restaurant and Imu BBQ were reasonable and delicious. Each evening other vacationers would gather on the bluff by the ocean...

Leslie

A resort with a swimming pool, lounge areas, and a view of the ocean.

The Resort at Kapalua Bay, Maui

Lahaina

10/10 Excellent

Anonymous traveler

Napili Sunset on the Beach

Lahaina

10/10 Excellent

Anonymous traveler

A tropical resort setting with a pool, palm trees, and a dining area with a table set for two.

Papakea Resort by KBM

Lahaina

10/10 Excellent

Shawna Therese

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

Hilton Vacation Club Ka'anapali Beach Maui

Kaanapali

10/10 Excellent

Laurice

Aston Kaanapali Shores

Lahaina

10/10 Excellent

This was our first time in Maui and we loved the island and the hotel where we stayed (Aston Kaanapali Shores). The room was clean, the pools were warm, the ground were beautiful, the staff was polite and friendly (housekeeping ladies were very attentive and efficient), and the price we paid was quite reasonable. The only unpleasant surprise was a daily parking fee of $9.00, which Expedia did not mention. Overall, this is a great family-friendly resort, no real complaints. We really enjoyed...

A table set for two with plates, napkins, and a vase of flowers, overlooking a calm sea and a distant mountain range.

Hololani

Lahaina

10/10 Excellent

Jason

A balcony with a view of a beach and ocean, a wicker chair, and a vase with flowers.

Napili Point Resort by KBM

Napili-Honokowai

10/10 Excellent

Nicholas

A pool area with lounge chairs and palm trees, overlooking the ocean.

The Ritz-Carlton Maui, Kapalua

Kapalua

10/10 Excellent

Beautiful and well maintained property. The staff was friendly and helpful, but not intrusive at all. The hotel itself is lovely, and the surrounding grounds even more beautiful. We are average Joe kind of people, yet felt like we were treated like royalty. Because of the sacred burial grounds, beach access is either by walking a distance, or the hotel provides transportation via golf carts to and from, but that was only a minor inconvenience in my opinion.

Michael

A modern living room with a sofa, coffee table, and a dining area with chairs and a table.

Kapalua Golf Villas Resort by KBM

Lahaina

10/10 Excellent

Great property for 4 people, the house is well equipped with all of the comforts of home. Very clean and comfortable with 2 good sized bedrooms, plus a separate little room with a pull out sofa. One of the bathrooms had a huge shower with dual shower heads and a washer and dryer. I would recommend highly recommend this property. If you do book this property, follow up with the management company to confirm your reservation, I got to the property and the office is closed, so we Googled the phone...

Gregory S

A large pool surrounded by palm trees and lounge chairs, with a stone pathway leading to the pool.

Kaanapali Shores Resort by KBM

Lahaina

10/10 Excellent

5 Days in Maui.... I'll start with our living space. The condo was clean and definitely enough space for a family of 5... 4 adults and 1 child. Although the condo was a little dated and rough around the edges, it was clean and welcoming. Could it use a little TLC? Sure, but nothing too bad. Now for the crown jewel. The pool area and beach access were excellent, The grounds themselves are beautiful and well maintained as well as the beach area... with 2 pools, it was great to be able to go...

Miguel Angel Saldana

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

Royal Kahana 119 Studio Studio Bedroom Condo by RedAwning

Lahaina

8/10 Good

It was a confusing check in process because the staff refused to help us because this unit was privately owned. I didn’t realize till then . Anyways , after reading my emails and phone calls, we got in . The kitchen sink had a slow leak the reason a frying pan was left under it which I removed and a day after I ended up cleaning/drying because water had started leaking to the kitchen floor . On our second night we had to call maintenance to change the shower knob because the water from the...

NANCY

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

Change your mind

Treat yourself

Be picky

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

Hotel Moloka'i

10/10 Excellent

Frequently Asked Questions

Can I find a vacation rental in Kalaupapa?

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

What can I see and do in Kalaupapa?

What are vacation rentals like in Kalaupapa?