Kalaupapa Vacation Rentals

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Our top choices for Kalaupapa vacation rentals

Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (4,088 reviews)
"Nice and safe place to stay"
United States
Kristen
$344 nightly
The price is $408
May 7 - May 8
Total with taxes and fees
Aston Kaanapali Shores

Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER
3.5 star property
Lahaina
9.0 out of 10, Wonderful, (1,793 reviews)
"Super clean room with fantastic view of the sea. Short walk to Napili beach. Great breakfast at the Gazebo restaurant "
United States
Mark
$239 nightly
The price is $284
May 20 - May 21
Total with taxes and fees
Napili Shores Maui by OUTRIGGER

Kapalua Bay Villas Resort by KBM

Kapalua Bay Villas Resort by KBM
5.0 star property
Kapalua
$1,904 nightly
The price is $2,183
May 10 - May 11
Total with taxes and fees
Kapalua Bay Villas Resort by KBM

Kahana Sunset C7 2 Bedroom Condo by RedAwning

Kahana Sunset C7 2 Bedroom Condo by RedAwning
4.0 star property
Lahaina
$1,631 nightly
The price is $1,936
May 14 - May 15
Total with taxes and fees
Kahana Sunset C7 2 Bedroom Condo by RedAwning

Napili Village Hotel

Napili Village Hotel
3.0 star property
Lahaina
9.0 out of 10, Wonderful, (182 reviews)
"Always stay here when we come to Napili. Rooms are the best bang for your buck on the island and the place is always spotless. Grounds are beautiful with amazing plants and the staff is always friendly."
United States
David
$219 nightly
The price is $260
May 7 - May 8
Total with taxes and fees
Napili Village Hotel

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 7 - May 8
Total with taxes and fees
Napili Sunset on the Beach

Kuleana Club - 701

Kuleana Club - 701
3.5 star property
Lahaina
$417 nightly
The price is $495
May 28 - May 29
Total with taxes and fees
Kuleana Club - 701

Kuleana Club - 712

Kuleana Club - 712
3.5 star property
Lahaina
$426 nightly
The price is $506
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 7 - May 8
Total with taxes and fees
Hale Mahina B304

Kaanapali Shores #159 2 Bedroom Condo by RedAwning

Kaanapali Shores #159 2 Bedroom Condo by RedAwning
3.5 star property
Lahaina
$932 nightly
The price is $1,106
May 17 - May 18
Total with taxes and fees
Kaanapali Shores #159 2 Bedroom Condo by RedAwning

Oceanfront Maui Condo

Oceanfront Maui Condo
2.0 star property
Lainaina
$507 nightly
The price is $602
May 26 - May 27
Total with taxes and fees
Oceanfront Maui Condo

Kuleana Club - 315

Kuleana Club - 315
3.5 star property
Lahaina
$389 nightly
The price is $462
May 29 - May 30
Total with taxes and fees
Kuleana Club - 315

Kapalua Golf Villas Resort by KBM

Kapalua Golf Villas Resort by KBM
4.0 star property
Lahaina
9.6 out of 10, Exceptional, (12 reviews)
"Absolute gem. Wife and I love this place and location. "
United States
Joe
$2,288 nightly
The price is $2,642
May 7 - May 8
Total with taxes and fees
Kapalua Golf Villas Resort by KBM

Napili Point C-12 - 2Br Condo

Napili Point C-12 - 2Br Condo
3.5 star property
Lahaina
$1,576 nightly
The price is $1,870
May 14 - May 15
Total with taxes and fees
Napili Point C-12 - 2Br Condo

Kapalua Ridge Villas Resort by KBM

Kapalua Ridge Villas Resort by KBM
4.5 star property
Lahaina
9.8 out of 10, Exceptional, (6 reviews)
"Great area with snorkeling beaches nearby, good restaurants and slow pace."
United States
Carol
$1,750 nightly
The price is $1,974
May 7 - May 8
Total with taxes and fees
Kapalua Ridge Villas Resort by KBM

Royal Kahana 309 1 Bedroom Condo 1 Condo by RedAwning

Royal Kahana 309 1 Bedroom Condo 1 Condo by RedAwning
3.5 star property
Lahaina
$1,069 nightly
The price is $1,269
May 8 - May 9
Total with taxes and fees
Royal Kahana 309 1 Bedroom Condo 1 Condo by RedAwning

Napili Bay Resort by KBM

Napili Bay Resort by KBM
4.5 star property
Napili-Honokowai
$1,709 nightly
The price is $1,951
May 22 - May 23
Total with taxes and fees
Napili Bay Resort by KBM

Sands Of Kahana 315 2bd/2ba Oceanfront 2 Bedroom Condo by RedAwning

Sands Of Kahana 315 2bd/2ba Oceanfront 2 Bedroom Condo by RedAwning
3.5 star property
Lahaina
$1,843 nightly
The price is $2,188
May 11 - May 12
Total with taxes and fees
Sands Of Kahana 315 2bd/2ba Oceanfront 2 Bedroom Condo by RedAwning

The Resort at Kapalua Bay by KBM Resorts

The Resort at Kapalua Bay by KBM Resorts
4.0 star property
Kapalua
10.0 out of 10, Exceptional, (1 review)
$2,725 nightly
The price is $3,235
May 8 - May 9
Total with taxes and fees
The Resort at Kapalua Bay by KBM Resorts

Noelani 304 - 3Br Condo

Noelani 304 - 3Br Condo
3.5 star property
Lahaina
$2,084 nightly
The price is $2,474
May 8 - May 9
Total with taxes and fees
Noelani 304 - 3Br Condo
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 $260 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 RW Meyer Sugar Mill 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.