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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, 3,025 reviews
"For the price, the property is definitely worth staying at. It’s a good value. Location is really nice near plenty of walkable restaurants and food park. Pool areas were nice and not overly crowded. Staff was great. Food at restaurant on property is just mediocre."
The price is $274
$353 total
includes taxes & fees
Jun 12 - Jun 13
Aston Kaanapali Shores
Kahana Beach Vacation Club
3.0 star property
8.4 out of 10, Very Good, 546 reviews
"My daughter and I had an amazing time here celebrating her master's degree. We booked a 1 BR and are so glad we did. The condo was HUGE. The bedroom was x-large, as well as the living are. Both with a large TV in each. We also had two full bathrooms (one with a tub and the other with a full size shower). The kitchen had everything you'd need to cook meals. We were pleasantly surprised with all the cooking tools and gadgets. Being recently renovated, everything was brand new. The only thing...
Kahana Beach Vacation Club
Aston Mahana at Kaanapali
3.5 star property
9.0 out of 10, Wonderful, 1,481 reviews
"All good"
The price is $525
$649 total
includes taxes & fees
Jun 6 - Jun 7
Aston Mahana at Kaanapali
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The Gardens at West Maui
3.0 star property
8.4 out of 10, Very Good, 380 reviews
"It’s a great place to stay, quiet, lots of parking. "
The Gardens at West Maui
Aston at Papakea Resort
3.0 star property
8.2 out of 10, Very Good, 1,331 reviews
"nice "
Aston at Papakea Resort
Napili Shores Maui by OUTRIGGER
3.0 star property
8.8 out of 10, Excellent, 1,474 reviews
"Great natural setting"
Napili Shores Maui by OUTRIGGER
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, 11 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
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
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 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
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
Napili Sunset on the Beach
2.5 star property
9.2 out of 10, Wonderful, 559 reviews
"Location Location Location"
The price is $228
$269 total
includes taxes & fees
Jun 4 - Jun 5
Napili Sunset on the Beach
Kapalua Villas Maui
4.0 star property
8.6 out of 10, Excellent, 895 reviews
"This property was absolutely gorgeous! The bay villa we stayed in had amazing views. It was clean and well maintained. The A/C worked great, plenty of hot water for our family of four, and plenty of room for my family to spread out. It was quiet and pleasant the entire time. We had a wonderful stay - I highly recommend the Kapalua Villas!"
Kapalua Villas Maui
Kahana Villa
3.0 star property
8.0 out of 10, Very Good, 295 reviews
"Great time, great location, great place!"
Kahana Villa
Royal Kahana Maui by OUTRIGGER
3.0 star property
8.0 out of 10, Very Good, 1,277 reviews
"In a great spot easy to walk to restaurants, greatly appreciated the upgrade to a sea view room."
Royal Kahana Maui by OUTRIGGER
Maui Kai
3.0 star property
9.0 out of 10, Wonderful, 393 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
AEI at Papakea Resort Maui
3.5 star property
8.6 out of 10, Excellent, 70 reviews
"Very clean and located in great spot lots of food and shops within walking distance. For me personally I prefer the size of the resort it’s not overly crowded."
AEI at Papakea Resort Maui
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
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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

Aston Kaanapali Shores
3.5 star property
8.6 out of 10, Excellent, 3,025 reviews
"For the price, the property is definitely worth staying at. It’s a good value. Location is really nice near plenty of walkable restaurants and food park. Pool areas were nice and not overly crowded. Staff was great. Food at restaurant on property is just mediocre."
The price is $274
$353 total
includes taxes & fees
Jun 12 - Jun 13
Aston Kaanapali Shores
Hilton Vacation Club Ka'anapali Beach Maui
4.0 star property
8.8 out of 10, Excellent, 1,014 reviews
"Wish we could have stayed here longer!"
The price is $273
$357 total
includes taxes & fees
Jul 1 - Jul 2
Hilton Vacation Club Ka'anapali Beach Maui
Kahana Beach Vacation Club
3.0 star property
8.4 out of 10, Very Good, 546 reviews
"My daughter and I had an amazing time here celebrating her master's degree. We booked a 1 BR and are so glad we did. The condo was HUGE. The bedroom was x-large, as well as the living are. Both with a large TV in each. We also had two full bathrooms (one with a tub and the other with a full size shower). The kitchen had everything you'd need to cook meals. We were pleasantly surprised with all the cooking tools and gadgets. Being recently renovated, everything was brand new. The only thing...
Kahana Beach Vacation Club
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, 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 $228 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?

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.

Recent reviews of Kalaupapa properties
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