Kalaupapa Vacation Rentals

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Our top choices for Kalaupapa vacation rentals

Ocean View Ground Floor Studio at Napili Shores 157 Renovated AC

Ocean View Ground Floor Studio at Napili Shores 157 Renovated AC
Lahaina
9.6 out of 10, Exceptional, (27 reviews)
"My husband & I loved staying here. It has a beautiful view and is in a great location! We would love to stay here again!!"
United States
Misty M.
$788 nightly
The price is $893
Mar 1 - Mar 2
Total with taxes and fees
Ocean View Ground Floor Studio at Napili Shores 157 Renovated AC

Kuleana Club - 513

Kuleana Club - 513
3.0 star property
Lahaina
10.0 out of 10, Exceptional, (1 review)
"Clean room, easy check in process, great property with great pool and little beach area to see turtles. We were on the third floor and had to carry all our suitcases up the flights of stairs but being able to see the whales off the Lanai every morning was worth it "
Australia
Andrea
$494 nightly
The price is $587
Feb 20 - Feb 21
Total with taxes and fees
Kuleana Club - 513

Napili Village Hotel

Napili Village Hotel
3.0 star property
Lahaina
9.0 out of 10, Wonderful, (164 reviews)
"Amazing place to stay, loved it. "
United States
Jacqueline
$272 nightly
The price is $322
Mar 9 - Mar 10
Total with taxes and fees
Napili Village Hotel

OCEANVIEW, 1 bed/1 bath condo at the exclusive gated Kapalua Bay Villa 32G4!

OCEANVIEW, 1 bed/1 bath condo at the exclusive gated Kapalua Bay Villa 32G4!
Lahaina
9.8 out of 10, Exceptional, (51 reviews)
"We had a great time!"
United States
Ryan N.
$835 nightly
The price is $954
Mar 11 - Mar 12
Total with taxes and fees
OCEANVIEW, 1 bed/1 bath condo at the exclusive gated Kapalua Bay Villa 32G4!

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

Ultra Modern/Coastal-Remodel, Oceanview, AC - Napili Shores G154
Lahaina
10.0 out of 10, Exceptional, (12 reviews)
"Everything was great. Beach chairs could use replacing tho, getting pretty old and beat up."
United States
Mark B.
$788 nightly
The price is $893
Mar 4 - Mar 5
Total with taxes and fees
Ultra Modern/Coastal-Remodel, Oceanview, AC - Napili Shores G154

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
10.0 out of 10, Exceptional, (28 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.
$788 nightly
The price is $893
Mar 8 - Mar 9
Total with taxes and fees
Garden View Second Floor Studio at Napili Shores – Steps to Napili Bay D229

Kahana Sunset C7 2 Bedroom Condo by RedAwning

Kahana Sunset C7 2 Bedroom Condo by RedAwning
4.0 star property
Lahaina
$1,424 nightly
The price is $1,691
Mar 1 - Mar 2
Total with taxes and fees
Kahana Sunset C7 2 Bedroom Condo by RedAwning

COCONUT COVE CONDO–Molokai Shores 303

COCONUT COVE CONDO–Molokai Shores 303
Kaunakakai
8.8 out of 10, Excellent, (21 reviews)
"Clean spacious condo with great amenities."
United States
Matthew A.
$316 nightly
The price is $370
Feb 21 - Feb 22
Total with taxes and fees
COCONUT COVE CONDO–Molokai Shores 303

Napili Sunset on the Beach

Napili Sunset on the Beach
2.5 star property
Lahaina
9.2 out of 10, Wonderful, (651 reviews)
"Great Hotel! Super clean! Has everything you need for perfect vacation!"
United States
Sergii
$281 nightly
The price is $334
Feb 18 - Feb 19
Total with taxes and fees
Napili Sunset on the Beach

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, (262 reviews)
"Great stay. Very easy & the owner was very quick to reply to any questions. Lovely neighborhood & beaches. Would stay here again! "
United States
Tyler M.
$429 nightly
The price is $502
Mar 7 - Mar 8
Total with taxes and fees
Aloha Hale Ocean View Maui Condo In Ocean Front/Beach Resort Swim with Turtles!

Ocean Front Retreat W/Kitchen-Molokai Shores A308

Ocean Front Retreat W/Kitchen-Molokai Shores A308
Kaunakakai
8.0 out of 10, Very Good, (3 reviews)
"Very nice stay!"
United States
Stephanie D.
$472 nightly
The price is $553
Feb 18 - Feb 19
Total with taxes and fees
Ocean Front Retreat W/Kitchen-Molokai Shores A308

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

OCEAN VIEW 2 Bdrm condo with Secluded Beach - Kahana Sunset C7
Lahaina
10.0 out of 10, Exceptional, (52 reviews)
"Peaceful vacation in paradise! We absolutely loved this property located right on the ocean with a private beach steps from your condo. The condo was stocked with everything we needed and the beach chairs were a nice touch. We will definitely book this condo next year! The beautiful grounds were a bonus with papayas, bananas and even an herb garden. The snorkeling is great a few yards from the beach and we had daily swims with the turtles in front of the property."
United States
Deann K.
$1,009 nightly
The price is $1,155
Mar 1 - Mar 2
Total with taxes and fees
OCEAN VIEW 2 Bdrm condo with Secluded Beach - Kahana Sunset C7

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

Luxury Oceanfront Studio at Napili Shores A203 View of Lanai and Molokai
Lahaina
9.8 out of 10, Exceptional, (53 reviews)
"Area was pretty nice, right by the beach which we loved. Space was nice, bed was comfortable!"
United States
Rachel Y.
$900 nightly
The price is $1,029
Feb 23 - Feb 24
Total with taxes and fees
Luxury Oceanfront Studio at Napili Shores A203 View of Lanai and Molokai

Ke Nani Kai Unit 156- More Molokai

Ke Nani Kai Unit 156- More Molokai
Maunaloa
9.2 out of 10, Wonderful, (57 reviews)
"A great place to stay and the best value you can get at Ke Nani Kai!"
Germany
Karlheinz S.
$364 nightly
The price is $427
Mar 4 - Mar 5
Total with taxes and fees
Ke Nani Kai Unit 156- More Molokai

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, (41 reviews)
"The view from the balcony is amazing. Open the windows, enjoy the breeze, and listen to the ocean. The resort is laid back. The pool area is well maintained and never crowded. The staff are friendly and helpful. Walk across the street to Dollie's for pizza!"
United States
Jerry E.
$798 nightly
The price is $905
Mar 7 - Mar 8
Total with taxes and fees
Incredible OCEANFRONT condo with a view of Molokai! Royal Kahana 309

1-bedroom condo in Maunaloa, just 10 minutes from the beach

1-bedroom condo in Maunaloa, just 10 minutes from the beach
Maunaloa
10.0 out of 10, Exceptional, (1 review)
"Clean, relaxing, and enjoyable area in molokai. We will be booking here most often. "
United States
Kehaulani A.
$282 nightly
The price is $330
Mar 9 - Mar 10
Total with taxes and fees
1-bedroom condo in Maunaloa, just 10 minutes from the beach

Maui Makai Condo – Steps to Kahana Beach in Hotel Zone, Remodeled & 40% OFF!

Maui Makai Condo – Steps to Kahana Beach in Hotel Zone, Remodeled & 40% OFF!
Napili-Honokowai
10.0 out of 10, Exceptional, (26 reviews)
"We enjoyed our stay at this location."
United States
MICHAEL L.
$473 nightly
The price is $553
Mar 8 - Mar 9
Total with taxes and fees
Maui Makai Condo – Steps to Kahana Beach in Hotel Zone, Remodeled & 40% OFF!

Spacious Studio/Spectacular Ocean View/Pool/Gym

Spacious Studio/Spectacular Ocean View/Pool/Gym
Lahaina
9.8 out of 10, Exceptional, (46 reviews)
"There are so many great things I appreciated about this place. We loved how quiet and peaceful this was with an amazing view! We watched turtles in the ocean from the lanai on the daily. Everything was as expected or better! "
United States
Alisha H.
$357 nightly
The price is $418
Mar 7 - Mar 8
Total with taxes and fees
Spacious Studio/Spectacular Ocean View/Pool/Gym

Napili Shores A-201 - Ocean Front - Book Now!

Napili Shores A-201 - Ocean Front - Book Now!
Lahaina
9.8 out of 10, Exceptional, (96 reviews)
"Our hosts were very attentive and gracious. They responded to our requests and comments in a timely fashion and I felt they genuinely and actively cared about our stay in their home. The unit is very well appointed - you lack for absolutely nothing. The view is stunning day and night. We will be back. "
Canada
Capt William & Frances R.
$650 nightly
The price is $760
Mar 2 - Mar 3
Total with taxes and fees
Napili Shores A-201 - Ocean Front - Book Now!

Romantic Maui Getaway, 25' from the Ocean. Relax with Sun, Wind and Waves

Romantic Maui Getaway, 25' from the Ocean. Relax with Sun, Wind and Waves
Lahaina
9.8 out of 10, Exceptional, (231 reviews)
"View and location perfect! The sunsets and view of other islands from porch stunning!! "
United States
Jeff B.
$395 nightly
The price is $463
Feb 18 - Feb 19
Total with taxes and fees
Romantic Maui Getaway, 25' from the Ocean. Relax with Sun, Wind and Waves
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 $322 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 by KBM Resorts: 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.