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, (183 reviews)
"The property is beautiful and located just steps away from the beach."
United States
Patricia
$214 nightly
The price is $253
May 17 - May 18
Total with taxes and fees
Napili Village Hotel

Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (4,098 reviews)
"Pools were great had available seating and kids loved the waterfall and hot tub."
United States
Doreen
$325 nightly
The price is $386
May 20 - May 21
Total with taxes and fees
Aston Kaanapali Shores

Napili Sunset on the Beach

Napili Sunset on the Beach
2.5 star property
Lahaina
9.2 out of 10, Wonderful, (654 reviews)
"Clean room amd friendly staff."
United States
Chris
$281 nightly
The price is $334
May 17 - May 18
Total with taxes and fees
Napili Sunset on the Beach

Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER
3.5 star property
Lahaina
9.0 out of 10, Wonderful, (1,794 reviews)
"Everything was perfect! Will come back again"
United States
Alla
$257 nightly
The price is $306
May 18 - May 19
Total with taxes and fees
Napili Shores Maui by OUTRIGGER

Kuleana Club - 715

Kuleana Club - 715
3.5 star property
Lahaina
$494 nightly
The price is $586
Jun 13 - Jun 14
Total with taxes and fees
Kuleana Club - 715

Kuleana Club - 701

Kuleana Club - 701
3.5 star property
Lahaina
$374 nightly
The price is $444
May 28 - May 29
Total with taxes and fees
Kuleana Club - 701

Sands Of Kahana 282 2 Bedroom Condo by RedAwning

Sands Of Kahana 282 2 Bedroom Condo by RedAwning
4.5 star property
Lahaina
$1,759 nightly
The price is $2,088
May 19 - May 20
Total with taxes and fees
Sands Of Kahana 282 2 Bedroom Condo by RedAwning

Kuleana Club - 712

Kuleana Club - 712
3.5 star property
Lahaina
$411 nightly
The price is $488
May 22 - May 23
Total with taxes and fees
Kuleana Club - 712

Hale Mahina B304

Hale Mahina B304
3.0 star property
Lahaina
$999 nightly
The price is $1,186
May 17 - May 18
Total with taxes and fees
Hale Mahina B304

Sands of Kahana Resort by KBM

Sands of Kahana Resort by KBM
4.0 star property
Lahaina
$4,420 nightly
The price is $5,248
May 18 - May 19
Total with taxes and fees
Sands of Kahana Resort by KBM

Kuleana Club - 315

Kuleana Club - 315
3.5 star property
Lahaina
$381 nightly
The price is $452
May 29 - May 30
Total with taxes and fees
Kuleana Club - 315

Oceanfront Maui Condo

Oceanfront Maui Condo
2.0 star property
Lainaina
$479 nightly
The price is $568
May 17 - May 18
Total with taxes and fees
Oceanfront Maui Condo

Kuleana Club - 707

Kuleana Club - 707
3.0 star property
Lahaina
$387 nightly
The price is $459
May 28 - May 29
Total with taxes and fees
Kuleana Club - 707

Papakea H107 1 bedroom, 1 bath OceanView 1 Condo by RedAwning

Papakea H107 1 bedroom, 1 bath OceanView 1 Condo by RedAwning
3.5 star property
Lahaina
$1,163 nightly
The price is $1,380
May 18 - May 19
Total with taxes and fees
Papakea H107 1 bedroom, 1 bath OceanView 1 Condo by RedAwning

Kaanapali Shores #159 2 Bedroom Condo by RedAwning

Kaanapali Shores #159 2 Bedroom Condo by RedAwning
3.5 star property
Lahaina
$918 nightly
The price is $1,090
May 18 - May 19
Total with taxes and fees
Kaanapali Shores #159 2 Bedroom Condo by RedAwning

Maui Kai 908 Oceanfront 1 Bedroom 1 Condo by RedAwning

Maui Kai 908 Oceanfront 1 Bedroom 1 Condo by RedAwning
3.5 star property
Lahaina
$1,289 nightly
The price is $1,530
Jun 2 - Jun 3
Total with taxes and fees
Maui Kai 908 Oceanfront 1 Bedroom 1 Condo by RedAwning

Napili Point C-12 - 2Br Condo

Napili Point C-12 - 2Br Condo
3.5 star property
Lahaina
$1,573 nightly
The price is $1,868
May 28 - May 29
Total with taxes and fees
Napili Point C-12 - 2Br Condo

Kahana Sunset C7 2 Bedroom Condo by RedAwning

Kahana Sunset C7 2 Bedroom Condo by RedAwning
4.0 star property
Lahaina
$1,721 nightly
The price is $2,043
May 18 - May 19
Total with taxes and fees
Kahana Sunset C7 2 Bedroom Condo by RedAwning

Valley Isle 1108b 2 Bedroom Condo by RedAwning

Valley Isle 1108b 2 Bedroom Condo by RedAwning
3.5 star property
Lahaina
10.0 out of 10, Exceptional, (1 review)
"The view to the ocean from our room was everything we wanted , beautiful property and would definitely book for next trip. Thank you 😊 "
United States
Sonia Isabel
$1,564 nightly
The price is $1,857
May 18 - May 19
Total with taxes and fees
Valley Isle 1108b 2 Bedroom Condo by RedAwning

Valley Isle Resort by KBM

Valley Isle Resort by KBM
4.0 star property
Lahaina
9.0 out of 10, Wonderful, (4 reviews)
"Just an outstanding experience all the way through. We’ve stayed in other locations on Maui and I have to say this is our favorite. We plan to return again in the future."
United States
Gary Todd
$1,909 nightly
The price is $2,266
May 21 - May 22
Total with taxes and fees
Valley Isle Resort by KBM
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, 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 $253 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.

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.