Kalaupapa Holiday Rentals from AU$282: Search Short-Term Rentals

Q: What are some of the best holiday rentals that Kalaupapa has to offer?

Kapalua Golf Villas Resort by KBM : This holiday home rental outside of Kalaupapa is located on the beach, and has an outdoor pool, a balcony and a BBQ 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 holiday rentals

1. sweet escape - Moloka'i living

Kaunakakai

Frank

includes taxes & fees

10 Sept - 11 Sept

2. COCONUT COVE CONDO–Molokai Shores 303

Kaunakakai

Mary C.

includes taxes & fees

10 Sept - 11 Sept

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

Kaunakakai

Ryan

includes taxes & fees

27 Sept - 28 Sept

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

KAUNAKAKAI

Kevin

includes taxes & fees

10 Sept - 11 Sept

5. September Sale! Molokai Island Retreat

Kaunakakai

PATRICK C.

includes taxes & fees

10 Sept - 11 Sept

6. Efficiency

Maunaloa

Sabina B.

includes taxes & fees

11 Sept - 12 Sept

7. Ocean Front-Unobstructed Views- Beautiful Upgraded Condo

Maunaloa

Tristan

includes taxes & fees

10 Sept - 11 Sept

8. Ke Nani Kai Unit 156- More Molokai

Maunaloa

Lisa W.

includes taxes & fees

18 Sept - 19 Sept

9. 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.

includes taxes & fees

10 Sept - 11 Sept

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

Lahaina

Lynda M.

includes taxes & fees

10 Sept - 11 Sept

11. Napili Village Hotel

Lahaina

Alysson E

includes taxes & fees

14 Sept - 15 Sept

12. Royal Kahana Resort Unit 218 - Oceanview Studio near Beach, Pool. A/C

Lahaina

Michelle R.

includes taxes & fees

11 Sept - 12 Sept

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

Lahaina

Anno H.

includes taxes & fees

10 Sept - 11 Sept

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

Lahaina

Bob D.

includes taxes & fees

11 Sept - 12 Sept

15. Napili Shores Maui by OUTRIGGER

Lahaina

Diana

includes taxes & fees

21 Sept - 22 Sept

16. Summer Time Sale! Tropical Studio 119 at Royal Kahana

Lahaina

Alan Y.

includes taxes & fees

10 Sept - 11 Sept

17. Aston Kaanapali Shores

Lahaina

Shad

includes taxes & fees

21 Sept - 22 Sept

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

Lahaina

Stephen T.

includes taxes & fees

22 Sept - 23 Sept

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

Lahaina

Eduard R.

includes taxes & fees

10 Sept - 11 Sept

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

Lahaina

Simona M.

includes taxes & fees

10 Sept - 11 Sept

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Top Kalaupapa Hotel Reviews

Aston Kaanapali Shores

10/10 Excellent

"Clean room, fully equipped, laundry set with complimentary laundry detergent, ice maker, and spacious. Only thing is the salon restroom could be more equipped for those with late flights, such as lotion, toiletries to use, hair dryers, and a sturdy shower curtain. Mine fell on me a few times while soaking wet."

Napili Shores Maui by OUTRIGGER

8/10 Good

"Not a bad view, but no direct access to ocean. Has a cliff with rocks. Beach access is further away to the right. Room had ants coming in n out of back sliding door and also small tiny bugs/lice. Which are probably harmless but kinda gross cuz they were even inside the microwave and were resistant to the microwave when on. Overall a good place to stay with two pools and not a bad view, even though we were here during three hurricanes being around, but we were not affected other than big waves and wind/clouds."

Napili Kai Beach Resort

8/10 Good

"We stayed in Unit 202 from August 29 through September 5. While the property is approximately 65 years old, the furniture in the unit appeared just as dated. I understand that this is a timeshare, but at nearly $1,000 per night, the owner should seriously consider updating the furnishings. At that price, guests should expect a more modern and comfortable interior. On a positive note, the bed was very comfortable, the property’s location was excellent, and the staff was wonderful. A special thank-you to Kim, the concierge, who was absolutely incredible and made our experience much better. Would I stay here again? Probably not, mainly because the price does not reflect the condition and age of the furnishings."

The Ritz-Carlton Maui, Kapalua

10/10 Excellent

"Stay was comfortable staff very attentive & accomodating, We stayed in the fire lanai deluxe room (ocen-view) it was amazing. Be prepared to get your steps in going from your room to the main lobby if you’re staying over there, but you will have easy access to the pool and the exclusion will be very much appreciated. Def worth it!!"

Sands of Kahana

10/10 Excellent

"Very clean and spacious room. We asked for an ocean view and got not only a room with an amazing view of the ocean, but also a penthouse suite. The room had an incredible view of the beach from the living room, kitchen, master bedroom, not to forget the main balcony. The second balcony had a nice view of the mountains. The property was clean, quiet, and very accommodating. We really enjoyed our stay."

Find out more about Kalaupapa

Everything you need to know about Kalaupapa holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Kalaupapa holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search.

Kalaupapa holiday 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 months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Kalaupapa holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Kalaupapa holiday rentals we have selected for you start as low as AU$282 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Kalaupapa rentals

At Expedia, we put the best Kalaupapa holiday 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 holiday.

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.

Frequently asked questions

Can I find a holiday rental in Kalaupapa?

Yes, there are holiday rentals close to the most popular sights in Kalaupapa, or you can select a more secluded option if you're looking for a relaxing stay. 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 holiday rentals that Kalaupapa has to offer?

Kapalua Golf Villas Resort by KBM: This holiday home rental outside of Kalaupapa is located on the beach, and has an outdoor pool, a balcony and a BBQ 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 wider area.

What are holiday rentals like in Kalaupapa?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Kalaupapa. Holiday rentals feature extras like WiFi and washers and dryers to help you enjoy your stay. If you're concerned about cleanliness, a holiday rental can provide a sense of security away from public hotel lifts and busy lobbies while still allowing you to travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great option for family trips or small group gatherings.

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Check prices for these dates

Our top choices for Kalaupapa holiday 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. Ke Nani Kai Unit 156- More Molokai

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

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

11. Napili Village Hotel

12. Royal Kahana Resort Unit 218 - Oceanview Studio near Beach, Pool. A/C

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

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

15. Napili Shores Maui by OUTRIGGER

16. Summer Time Sale! Tropical Studio 119 at Royal Kahana

17. Aston Kaanapali Shores

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

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

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

Find holiday rentals that suit your style

Top Kalaupapa Hotel Reviews

Aston Kaanapali Shores

Napili Shores Maui by OUTRIGGER

Napili Kai Beach Resort

The Mauian - Boutique Beach Studios on Napili Bay

Kahana Beach Vacation Club

The Ritz-Carlton Maui, Kapalua

Napili Village Hotel

Sands of Kahana

AEI at Kaanapali Shores

Find out more about Kalaupapa

Frequently asked questions

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