Kalaupapa Vacation Rentals

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Our top choices for Kalaupapa vacation rentals

Napili Village Hotel

Napili Village Hotel
3.0 star property
Lahaina
9.0 out of 10, Wonderful, (187 reviews)
"Amazing location, great garden/ pool view. Comfortable and clean room, close to beach and snorkeling. Would definitely stay there again."
United States
Patrick James
The price is CA $284
CA $337 total
includes taxes & fees
Jun 16 - Jun 17
Napili Village Hotel

sweet escape - Moloka'i living

sweet escape - Moloka'i living
Kaunakakai
9.6 out of 10, Exceptional, (24 reviews)
"The condo was very clean and private"
United States
Frank
The price is CA $126
CA $493 total
includes taxes & fees
Jun 13 - Jun 14
sweet escape - Moloka'i living

Molokai Island Retreat Wavecrest- Ocean Views

Molokai Island Retreat Wavecrest- Ocean Views
Kaunakakai
10.0 out of 10, Exceptional, (15 reviews)
"Great place"
United States
PATRICK C.
The price is CA $174
CA $463 total
includes taxes & fees
Jun 28 - Jun 29
Molokai Island Retreat Wavecrest- Ocean Views

Ocean Front-Unobstructed Views- Beautiful Upgraded Condo

Ocean Front-Unobstructed Views- Beautiful Upgraded Condo
Maunaloa
9.8 out of 10, Exceptional, (84 reviews)
"Great location. Newly remodeled. Was clean and great condition."
United States
Tristan
The price is CA $138
CA $426 total
includes taxes & fees
Jun 17 - Jun 18
Ocean Front-Unobstructed Views- Beautiful Upgraded Condo

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

Garden View Second Floor Studio at Napili Shores – Steps to Napili Bay D229
Lahaina
9.8 out of 10, Exceptional, (31 reviews)
"This place was great, just what we needed for my wife and I trip. You won’t regret booking this place."
United States
Sean N.
The price is CA $155
CA $1,097 total
includes taxes & fees
Jun 24 - Jun 25
Garden View Second Floor Studio at Napili Shores – Steps to Napili Bay D229

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

Incredible OCEANFRONT condo with a view of Molokai! Royal Kahana 309
Lahaina
8.8 out of 10, Excellent, (45 reviews)
"The view every day was amazing. The condo was clean and well maintained."
United States
Diane D.
The price is CA $140
CA $1,096 total
includes taxes & fees
Jun 13 - Jun 14
Incredible OCEANFRONT condo with a view of Molokai! Royal Kahana 309

COCONUT COVE CONDO–Molokai Shores 303

COCONUT COVE CONDO–Molokai Shores 303
Kaunakakai
8.8 out of 10, Excellent, (23 reviews)
"Clean spacious condo with great amenities."
United States
Matthew A.
The price is CA $209
CA $518 total
includes taxes & fees
Jun 19 - Jun 20
COCONUT COVE CONDO–Molokai Shores 303

OCEANFRONT 1 Bdrm Condo next to the water! Air conditioned - Kaleialoha 209

OCEANFRONT 1 Bdrm Condo next to the water! Air conditioned - Kaleialoha 209
Lahaina
9.2 out of 10, Wonderful, (38 reviews)
"Good location, amazing views!"
United States
Amanda S.
The price is CA $141
CA $1,098 total
includes taxes & fees
Jun 13 - Jun 14
OCEANFRONT 1 Bdrm Condo next to the water! Air conditioned - Kaleialoha 209

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

Aloha Hale Ocean View Maui Condo In Ocean Front/Beach Resort Swim with Turtles!
Lahaina
9.8 out of 10, Exceptional, (271 reviews)
"enjoyed our stay "
United States
Alicia H.
The price is CA $188
CA $669 total
includes taxes & fees
Jun 20 - Jun 21
Aloha Hale Ocean View Maui Condo In Ocean Front/Beach Resort Swim with Turtles!

Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER
3.5 star property
Lahaina
9.0 out of 10, Wonderful, (1,820 reviews)
"Beautiful property, beach access was terrific."
United States
Alison
The price is CA $366
CA $434 total
includes taxes & fees
Jun 28 - Jun 29
Napili Shores Maui by OUTRIGGER

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

Fabulous Oceanfront Retreat at Kuleana 622 3rd Floor Condo A/C
Lahaina
9.6 out of 10, Exceptional, (45 reviews)
"Outstanding view!!!"
United States
Bob E.
The price is CA $158
CA $1,120 total
includes taxes & fees
Jun 24 - Jun 25
Fabulous Oceanfront Retreat at Kuleana 622 3rd Floor Condo A/C

Oceanview Corner/Studio Condo at Kaanapali Shores Resort - Unit 742

Oceanview Corner/Studio Condo at Kaanapali Shores Resort - Unit 742
Lahaina
8.8 out of 10, Excellent, (111 reviews)
"Beautiful view! Had everything that we needed. Great location! Would love to come back and stay there again"
United States
Kelly C.
The price is CA $128
CA $1,059 total
includes taxes & fees
Jun 28 - Jun 29
Oceanview Corner/Studio Condo at Kaanapali Shores Resort - Unit 742

Updated Napili Shores Studio King Bed A/C Walk to Napili Bay

Updated Napili Shores Studio King Bed A/C Walk to Napili Bay
Lahaina
9.8 out of 10, Exceptional, (149 reviews)
"Good communication, great location, comfortable bed and convenient layout "
United States
Aliyah K.
The price is CA $188
CA $527 total
includes taxes & fees
Jun 24 - Jun 25
Updated Napili Shores Studio King Bed A/C Walk to Napili Bay

Spacious Studio/Spectacular Ocean View/Pool/Gym

Spacious Studio/Spectacular Ocean View/Pool/Gym
Lahaina
9.8 out of 10, Exceptional, (51 reviews)
"Kimberly was wonderful at communicating ahead of time, during our stay she welcomed us, and had wonderful ideas of what to do in the area. We loved our stay!"
United States
Stacy N.
The price is CA $194
CA $527 total
includes taxes & fees
Jun 28 - Jun 29
Spacious Studio/Spectacular Ocean View/Pool/Gym

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

The Napili Bay, Steps to Sand, Studio, King bed, Remodeled in June of 2023
Lahaina
10.0 out of 10, Exceptional, (40 reviews)
"The host is always very accommodating and nice. The condo is very nice. We love staying there. "
United States
John D.
The Napili Bay, Steps to Sand, Studio, King bed, Remodeled in June of 2023

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

Rustic retreat with panoramic views at Pu'u O Hoku Ranch
Kaunakakai
10.0 out of 10, Exceptional, (95 reviews)
"Very kind and gracious staff at the Ranch. We had the weekend all to ourselves in the cottage. Enjoyed gourmet Chef pre-made meals, hiked every trail and loved the solitude. Highly recommend!"
United States
Gail D.
The price is CA $593
CA $1,113 total
includes taxes & fees
Jun 28 - Jun 29
Rustic retreat with panoramic views at Pu'u O Hoku Ranch

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

🐬Whales and The Waves | Discount | Beachfront | Oceanview | Pool | AC🐬
Lahaina
9.8 out of 10, Exceptional, (16 reviews)
"The property was well-maintained despite being in an older resort. The view was amazing and the pool was right off of the ocean. The unit also had snorkels, an umbrella, and beach mat left by previous tenants for use and in-unit laundry. The property owners made check in easy with clear communication."
United States
Makenzie
The price is CA $144
CA $526 total
includes taxes & fees
Jun 16 - Jun 17
🐬Whales and The Waves | Discount | Beachfront | Oceanview | Pool | AC🐬

Kuleana Club - 511

Kuleana Club - 511
3.5 star property
Lahaina
10.0 out of 10, Exceptional, (1 review)
"Room was very clean and well equipped. Nice pool and helpful staff in premise. "
United States
Baron
The price is CA $245
CA $580 total
includes taxes & fees
Jun 21 - Jun 22
Kuleana Club - 511

Breathtaking Oceanfront Studio Napili Shores A106

Breathtaking Oceanfront Studio Napili Shores A106
Lahaina
9.4 out of 10, Exceptional, (76 reviews)
"Location was great with a beach view.loved the modern large bathroom with double sinks."
United States
Jannet B.
The price is CA $207
CA $1,171 total
includes taxes & fees
Jun 13 - Jun 14
Breathtaking Oceanfront Studio Napili Shores A106

Oceanfront Lahaina | Front-Row Ocean Living, Adventure Out, Relax In

Oceanfront Lahaina | Front-Row Ocean Living, Adventure Out, Relax In
Lahaina
9.8 out of 10, Exceptional, (37 reviews)
"Had a wonderful time. Beautiful area. Condo had everything we needed. Host was extremely helpful with great suggestions, and very organized."
United States
Pamela A.
The price is CA $238
CA $786 total
includes taxes & fees
Jun 13 - Jun 14
Oceanfront Lahaina | Front-Row Ocean Living, Adventure Out, Relax In
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Kalaupapa Hotel Reviews

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

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Kalaupapa vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Kalaupapa vacation rentals we have selected for you start as low as CA $337 per night. Entering your travel dates in the search wizard 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. 

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 of 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.