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Kalaupapa Vacation Rentals

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Vacation Rentals in Kalaupapa

Aston Kaanapali Shores
3.5 star property
8.6 out of 10, Excellent, 3,017 reviews
"Beautiful experience "
The price is CA $376
CA $483 total
includes taxes & fees
Jun 13 - Jun 14
Aston Kaanapali Shores
Kahana Beach Vacation Club
3.0 star property
8.2 out of 10, Very good, 544 reviews
"Probably one of the cleanest rooms I’ve stayed in. The balcony directly faced the ocean with Molokai in full view."
Kahana Beach Vacation Club
Aston Mahana at Kaanapali
3.5 star property
9.0 out of 10, Wonderful, 1,477 reviews
"Beautiful place with incredible views. The staff isn’t very friendly but outside of that, this place is amazing and we will definitely be back!!"
The price is CA $719
CA $888 total
includes taxes & fees
Jun 2 - Jun 3
Aston Mahana at Kaanapali
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The Gardens at West Maui
3.0 star property
8.4 out of 10, Very good, 378 reviews
"We loved staying here!!! The best location- walkable to Napili and Kapalua. Clean, nice pool and hot tub. We will definitely be back!!"
The Gardens at West Maui
Napili Shores Maui by OUTRIGGER
3.0 star property
8.8 out of 10, Excellent, 1,473 reviews
"The staff was wonderful!! Clean and beautiful!!"
Napili Shores Maui by OUTRIGGER
Aston at Papakea Resort
3.0 star property
8.2 out of 10, Very good, 1,331 reviews
"nice "
Aston at Papakea Resort
Sands of Kahana
3.0 star property
8.2 out of 10, Very good, 378 reviews
"Very close to beach and clean. Kitchen had everything I needed. Safeway grocery store is about 10 minutes drive. Location is a bit remote to travel and see the other half of the island."
Sands of Kahana
Castle Napili Surf Beach Resort
3.5 star property
10.0 out of 10, Exceptional, 10 reviews
"The location is far out from other sites on Maui so we spent more time driving than we would have liked, yet the condo was perfect, and Napili bay is wonderful."
Castle Napili Surf Beach Resort
Kahana Falls Maui by VRI Americas
3.5 star property
8.0 out of 10, Very good, 782 reviews
"Nice quiet place to stay. Even solo travelers. Not too many kids "
Kahana Falls Maui by VRI Americas
AEI at Kaanapali Shores
4.0 star property
8.6 out of 10, Excellent, 279 reviews
"The process at checkin was a little confusing whether to use bell man or not."
AEI at Kaanapali Shores
AEI at The Mahana Kaanapali Resort
4.0 star property
8.8 out of 10, Excellent, 209 reviews
"Beautiful view!!! Excellent!"
AEI at The Mahana Kaanapali Resort
Napili Sunset on the Beach
2.5 star property
9.2 out of 10, Wonderful, 559 reviews
"Our ocean front 1 bedroom with loft was absolutely perfect. We booked this room for the last few days of our trip.We stood the first 5 days at a “fancy resort”,needless to say this was totally worth the price and location. We will be back in December and definitely be booking Napili Sunset for the majority of our stay. Just as short walk out to the water. "
The price is CA $312
CA $368 total
includes taxes & fees
Jun 1 - Jun 2
Napili Sunset on the Beach
Hono Koa Vacation Club
3.0 star property
8.6 out of 10, Excellent, 146 reviews
"We LOVED Hono Koa! So much so we didn’t want to leave. We are a family of five and two bedroom and two bathrooms were perfect for our family. We loved having a kitchen and bbqs and we cooked at the condo most nights making the trip much more affordable. We loved the pool and the grass area where we watched the sunset every night! We loved our neighbors and had an AMAZING TRIP! "
Hono Koa Vacation Club
Kapalua Villas Maui
4.0 star property
8.6 out of 10, Excellent, 893 reviews
"The views and location are amazing! "
Kapalua Villas Maui
Royal Kahana Maui by OUTRIGGER
3.0 star property
8.0 out of 10, Very good, 1,277 reviews
"Amazing property "
Royal Kahana Maui by OUTRIGGER
Kahana Villa
3.0 star property
8.0 out of 10, Very good, 295 reviews
"Our unit is ocean facing and spacious. The unit needs some upgrades but is worth the money. After hour checking is smooth."
Kahana Villa
Maui Kai
3.0 star property
9.0 out of 10, Wonderful, 392 reviews
"Love love love this property. They have thought of everything. Why did I even need to pack anything?Room was excellent. Right on the beach. Staff was always friendly and willing to go out of their way to help. Check in after hours was a breeze. Cool pool area we never used. Parking was always available no matter when we got back and free. Nice convenient area. Food truck courtyard looked interesting but never could find the entrance will definitely stay here again"
Maui Kai
The #1 Luxury OCEAN FRONT Mansion! Sleeps 32
9.8 out of 10, Exceptional, 48 reviews
"I came with my group of around 30 and we had such a lovely time! Everyone had a comfortable place to sleep and we all enjoyed the closeness to the beach. Also, the host were very communicative and helpful throughout our stay. Highly recommend this place to anyone who wants to stay in Maui!"
The #1 Luxury OCEAN FRONT Mansion! Sleeps 32
Royal Kahana Resort by rkmaui
3.5 star property
9.0 out of 10, Wonderful, 168 reviews
"Pay for parking i didnt like! Nothing to do in area"
Royal Kahana Resort by rkmaui
AEI at Papakea Resort Maui
3.5 star property
8.6 out of 10, Excellent, 70 reviews
"This was an ideal place to go and enjoy the peace and serenity surrounding you while there. People were awesome and always there to help. Ocean views were amazing and so tranquil at the same time. I look forward to a return visit in the future. Aloha baby!"
AEI at Papakea Resort Maui
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See all available properties in Kalaupapa
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.

Other types of properties in Kalaupapa you may be interested in

Hilton Vacation Club Ka'anapali Beach Maui
4.0 star property
8.8 out of 10, Excellent, 1,010 reviews
"The restaurant needs to be a little more upscale with waiters."
The price is CA $338
CA $447 total
includes taxes & fees
Jul 1 - Jul 2
Hilton Vacation Club Ka'anapali Beach Maui
Aston Kaanapali Shores
3.5 star property
8.6 out of 10, Excellent, 3,017 reviews
"Beautiful experience "
The price is CA $376
CA $483 total
includes taxes & fees
Jun 13 - Jun 14
Aston Kaanapali Shores
Aston Mahana at Kaanapali
3.5 star property
9.0 out of 10, Wonderful, 1,477 reviews
"Beautiful place with incredible views. The staff isn’t very friendly but outside of that, this place is amazing and we will definitely be back!!"
The price is CA $719
CA $888 total
includes taxes & fees
Jun 2 - Jun 3
Aston Mahana at Kaanapali
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.

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 $312 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?

The #1 Luxury OCEAN FRONT Mansion! Sleeps 32: 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. It has 11 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

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.

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