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Kalaupapa Vacation Rentals

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Vacation Rentals in Kalaupapa

Aston Kaanapali Shores
Hypo-allergenic bedding, in-room safe, blackout drapes
Aston Kaanapali Shores
3.5 star property
8.6 out of 10, Excellent, (3027)
"Quiet! Safe! Grocery nearby!"
The price is CA $374
CA $481 total
includes taxes & fees
Jun 12 - Jun 13
Aston Kaanapali Shores
Kahana Beach Vacation Club
Standard Room, 1 Bedroom | Living area
Kahana Beach Vacation Club
3.0 star property
8.4 out of 10, Very good, (546)
"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
Outdoor pool
Aston Mahana at Kaanapali
3.5 star property
9.0 out of 10, Wonderful, (1482)
"Heaven on earth my wife and I never wanted to leave. Reasonably priced considering the area right on the ocean as well!"
The price is CA $716
CA $885 total
includes taxes & fees
Jun 6 - Jun 7
Aston Mahana at Kaanapali
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The Gardens at West Maui
Suite, 1 Bedroom
The Gardens at West Maui
3.0 star property
8.4 out of 10, Very good, (380)
"It’s a great place to stay, quiet, lots of parking. "
The Gardens at West Maui
Aston at Papakea Resort
Outdoor pool
Aston at Papakea Resort
3.0 star property
8.2 out of 10, Very good, (1331)
"nice "
Aston at Papakea Resort
Napili Shores Maui by OUTRIGGER
On the beach
Napili Shores Maui by OUTRIGGER
3.0 star property
8.8 out of 10, Excellent, (1476)
"The first night we arrived was late and we found cockroaches scurrying about the room. My husband went to the front desk and told them about the cockroaches the next morning, and the lady at the front desk told him to buy a can of bug spray, which was unacceptable and quite rude. The second day he went to the front desk and showed pictures of all the cockroaches in our room and they moved us to a different room, which was acceptable and was without visual cockroaches. I know we’re in Hawaii and...
Napili Shores Maui by OUTRIGGER
Sands of Kahana
Outdoor pool
Sands of Kahana
3.0 star property
8.2 out of 10, Very good, (379)
"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
On the beach, white sand
Castle Napili Surf Beach Resort
3.5 star property
10.0 out of 10, Exceptional, (11)
"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
Exterior
AEI at Kaanapali Shores
4.0 star property
8.6 out of 10, Excellent, (279)
"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
Beach nearby, white sand
Kahana Falls Maui by VRI Americas
3.5 star property
8.0 out of 10, Very good, (784)
"Nice quiet place to stay. Even solo travelers. Not too many kids "
Kahana Falls Maui by VRI Americas
AEI at The Mahana Kaanapali Resort
Outdoor pool, pool umbrellas, sun loungers
AEI at The Mahana Kaanapali Resort
4.0 star property
8.8 out of 10, Excellent, (209)
"Beautiful view!!! Excellent!"
AEI at The Mahana Kaanapali Resort
Hono Koa Vacation Club
View from property
Hono Koa Vacation Club
3.0 star property
8.6 out of 10, Excellent, (146)
"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
Sundeck
Napili Sunset on the Beach
2.5 star property
9.2 out of 10, Wonderful, (559)
"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 $311
CA $367 total
includes taxes & fees
Jun 5 - Jun 6
Napili Sunset on the Beach
Kapalua Villas Maui
Villa, 2 Bedrooms, Oceanfront (Bay 19G2 Gold 2.5 Bath) | View from room
Kapalua Villas Maui
4.0 star property
8.6 out of 10, Excellent, (895)
"The views and location are amazing! "
Kapalua Villas Maui
Kahana Villa
Tennis court
Kahana Villa
3.0 star property
8.0 out of 10, Very good, (295)
"Our unit is ocean facing and spacious. The unit needs some upgrades but is worth the money. After hour checking is smooth."
Kahana Villa
Royal Kahana Maui by OUTRIGGER
Room, 1 Bedroom, Oceanfront (Unit #912, 1 Bath) | Balcony view
Royal Kahana Maui by OUTRIGGER
3.0 star property
8.0 out of 10, Very good, (1277)
"Royal Kahana is showing it's age despite the construction going on which made lots of noise during the day. Our unit was nicely renovated. The sliding glass door was noisy at night due to the high winds. Staff and security were very friendly. Parking was easy to find. We would come back."
Royal Kahana Maui by OUTRIGGER
Maui Kai
Basic Room, 1 Bedroom (Corner, Specific Unit May Vary) | Balcony view
Maui Kai
3.0 star property
9.0 out of 10, Wonderful, (393)
"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
Condo, 2 Bedrooms, Kitchen, Ocean View | View from room
AEI at Papakea Resort Maui
3.5 star property
8.6 out of 10, Excellent, (70)
"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
Private kitchen
The #1 Luxury OCEAN FRONT Mansion! Sleeps 32
9.8 out of 10, Exceptional, (48)
"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
Premier Studio Suite, 1 King Bed with Sofa bed, Partial Ocean View, Garden Area (Unit 1002) | View from room
Royal Kahana Resort by rkmaui
3.5 star property
9.0 out of 10, Wonderful, (168)
"Pay for parking i didnt like! Nothing to do in area"
Royal Kahana Resort by rkmaui
Don't see what you're looking for?
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
Hypo-allergenic bedding, in-room safe, blackout drapes
Aston Kaanapali Shores
3.5 star property
8.6 out of 10, Excellent, (3027)
"Quiet! Safe! Grocery nearby!"
The price is CA $374
CA $481 total
includes taxes & fees
Jun 12 - Jun 13
Aston Kaanapali Shores
Hilton Vacation Club Ka'anapali Beach Maui
Outdoor pool
Hilton Vacation Club Ka'anapali Beach Maui
4.0 star property
8.8 out of 10, Excellent, (1001)
"No restaurant on property!! Had to go to the next door property ."
The price is CA $372
CA $487 total
includes taxes & fees
Jul 1 - Jul 2
Hilton Vacation Club Ka'anapali Beach Maui
Kahana Beach Vacation Club
Standard Room, 1 Bedroom | Living area
Kahana Beach Vacation Club
3.0 star property
8.4 out of 10, Very good, (546)
"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, 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 $311 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.

Recent reviews of Kalaupapa properties
Expedia verified reviews

Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER

5/5 Excellent
"The first night we arrived was late and we found cockroaches scurrying about the room. My husband went to the front desk and told them about the cockroaches the next morning, and the lady at the front desk told him to buy a can of bug spray, which was unacceptable and quite rude. The second day he went to the front desk and showed pictures of all the cockroaches in our room and they moved us to a different room, which was acceptable and was without visual cockroaches. I know we’re in Hawaii and I know that there are cockroaches, but we have been coming to Maui for 16 years and haven’t had this issue before at any of the other resorts we have stayed at. The property is beautiful and is within walking distance of Napili Bay, there are restaurants on the property, and the rooms have kitchenettes, which make it very convenient. we would definitely stay at this resort again."
A verified traveller stayed at Napili Shores Maui by OUTRIGGER
Posted 1 day ago
Napili Shores Maui by OUTRIGGER