Kalaupapa Vacation Rentals

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Our top choices for Kalaupapa vacation rentals

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.
The price is CA $138
CA $441 total
includes taxes & fees
Apr 3 - Apr 4
1-bedroom condo in Maunaloa, just 10 minutes from the beach

sweet escape - Moloka'i living

sweet escape - Moloka'i living
Kaunakakai
9.4 out of 10, Exceptional, (22 reviews)
"First time to Molokai. The place was in an ideal location, close to town and the pier where my husband fished most of the days. Highly recommended"
United States
Jackie T.
The price is CA $125
CA $492 total
includes taxes & fees
Apr 5 - Apr 6
sweet escape - Moloka'i living

Molokai Island Retreat Wavecrest- Ocean Views

Molokai Island Retreat Wavecrest- Ocean Views
Kaunakakai
10.0 out of 10, Exceptional, (15 reviews)
"Great place"
United States
PATRICK C.
The price is CA $168
CA $455 total
includes taxes & fees
Apr 3 - Apr 4
Molokai Island Retreat Wavecrest- Ocean Views

COCONUT COVE CONDO–Molokai Shores 303

COCONUT COVE CONDO–Molokai Shores 303
Kaunakakai
8.8 out of 10, Excellent, (22 reviews)
"Clean spacious condo with great amenities."
United States
Matthew A.
The price is CA $209
CA $516 total
includes taxes & fees
Apr 2 - Apr 3
COCONUT COVE CONDO–Molokai Shores 303

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.
The price is CA $193
CA $1,142 total
includes taxes & fees
Apr 2 - Apr 3
Garden View Second Floor Studio at Napili Shores – Steps to Napili Bay D229

Ke Nani Kai Unit 156- More Molokai

Ke Nani Kai Unit 156- More Molokai
Maunaloa
9.2 out of 10, Wonderful, (58 reviews)
"A great place to stay and the best value you can get at Ke Nani Kai!"
Germany
Karlheinz S.
The price is CA $188
CA $575 total
includes taxes & fees
Apr 9 - Apr 10
Ke Nani Kai Unit 156- More Molokai

Ocean View Ground Floor Studio at Napili Shores G157 Renovated AC

Ocean View Ground Floor Studio at Napili Shores G157 Renovated AC
Lahaina
9.6 out of 10, Exceptional, (29 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.
The price is CA $249
CA $1,221 total
includes taxes & fees
Apr 15 - Apr 16
Ocean View Ground Floor Studio at Napili Shores G157 Renovated AC

Tranquility on West Moloka'i

Tranquility on West Moloka'i
Maunaloa
10.0 out of 10, Exceptional, (13 reviews)
"Fabulous communication from host; very convenient for walking to the beach, and driving all over the island."
United States
Anonymous traveller
The price is CA $219
CA $523 total
includes taxes & fees
Apr 2 - Apr 3
Tranquility on West Moloka'i

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, (266 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.
The price is CA $200
CA $684 total
includes taxes & fees
Apr 14 - Apr 15
Aloha Hale Ocean View Maui Condo In Ocean Front/Beach Resort Swim with Turtles!

Beautiful Condo at Napili Shores Oceanfront Resort

Beautiful Condo at Napili Shores Oceanfront Resort
Lahaina
8.8 out of 10, Excellent, (16 reviews)
"Good location near the beaches, nicely decorated easy checkin."
Netherlands
Peter H.
The price is CA $157
CA $727 total
includes taxes & fees
Apr 8 - Apr 9
Beautiful Condo at Napili Shores Oceanfront Resort

Ocean Front-Unobstructed Views- Beautiful Upgraded Condo

Ocean Front-Unobstructed Views- Beautiful Upgraded Condo
Maunaloa
10.0 out of 10, Exceptional, (82 reviews)
"A very peaceful and relaxing stay thank you so much again!"
United States
Alison N.
The price is CA $188
CA $492 total
includes taxes & fees
Apr 9 - Apr 10
Ocean Front-Unobstructed Views- Beautiful Upgraded Condo

Romantic Maui Getaway 20% off in April, 25' from the Ocean. Relax with the Waves

Romantic Maui Getaway 20% off in April, 25' from the Ocean. Relax with the Waves
Lahaina
9.8 out of 10, Exceptional, (232 reviews)
"Gorgeous views and the room was as described/pictured. The reserved parking spot was a great thing to have!! "
United States
Jen S.
The price is CA $249
CA $607 total
includes taxes & fees
Apr 5 - Apr 6
Romantic Maui Getaway 20% off in April, 25' from the Ocean. Relax with the Waves

🐬Whales and The Waves | Discount | Beachfront | Oceanview | Pool | AC🐬

🐬Whales and The Waves | Discount | Beachfront | Oceanview | Pool | AC🐬
Lahaina
10.0 out of 10, Exceptional, (14 reviews)
"Hotel was next to the water but no beach access in front of the hotel, you have to go a hotel or 2 down but is easily walkable from the hotel. You can see the ocean from your room. Plenty of space to sit around the pool or if you want more privacy you can sit on the lawn. They have 5 grills around the pool but only 1 works with how windy it is."
United States
Jennifer
The price is CA $166
CA $550 total
includes taxes & fees
Apr 2 - Apr 3
🐬Whales and The Waves | Discount | Beachfront | Oceanview | Pool | AC🐬

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

OCEAN VIEW 2 Bdrm condo with Secluded Beach - Kahana Sunset C7
Lahaina
9.8 out of 10, Exceptional, (54 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.
The price is CA $392
CA $1,555 total
includes taxes & fees
Apr 8 - Apr 9
OCEAN VIEW 2 Bdrm condo with Secluded Beach - Kahana Sunset C7

OCEAN and MOUNTAIN view corner 2 bdrm unit - Royal Kahana 220

OCEAN and MOUNTAIN view corner 2 bdrm unit - Royal Kahana 220
Lahaina
9.2 out of 10, Wonderful, (82 reviews)
"Clean and great location"
United States
Mara A.
The price is CA $277
CA $1,384 total
includes taxes & fees
Apr 5 - Apr 6
OCEAN and MOUNTAIN view corner 2 bdrm unit - Royal Kahana 220

Napili Village Hotel

Napili Village Hotel
3.0 star property
Lahaina
9.0 out of 10, Wonderful, (175 reviews)
"Great location "
United States
John Roger
The price is CA $340
CA $404 total
includes taxes & fees
Apr 9 - Apr 10
Napili Village Hotel

Amazing 1 Bd/1Ba Kuleana 613 Ocean front spectacular views

Amazing 1 Bd/1Ba Kuleana 613 Ocean front spectacular views
Lahaina
9.8 out of 10, Exceptional, (29 reviews)
"All was as advertisedGorgeous viewHoliday contact with manager very poor person rude and unhelpful when we were locked out"
Canada
Diane W.
The price is CA $245
CA $1,393 total
includes taxes & fees
Apr 2 - Apr 3
Amazing 1 Bd/1Ba Kuleana 613 Ocean front spectacular views

Oceanview 1 Bd 1ba Napili Shores F147 - AC, King bed, ground floor

Oceanview 1 Bd 1ba Napili Shores F147 - AC, King bed, ground floor
lahaina
9.8 out of 10, Exceptional, (34 reviews)
"Great location, cute place to stay and the host had great communication. "
United States
Richelle C.
The price is CA $249
CA $1,240 total
includes taxes & fees
Apr 8 - Apr 9
Oceanview 1 Bd 1ba Napili Shores F147 - AC, King bed, ground floor

Kahana Manor 502 Remodeled 2 bedroom 2 bath Oceanview

Kahana Manor 502 Remodeled 2 bedroom 2 bath Oceanview
Lahaina
9.0 out of 10, Wonderful, (12 reviews)
"Incredible view of the beach with its sunsets, very clean, and great location."
Mexico
manuel
The price is CA $303
CA $978 total
includes taxes & fees
Apr 12 - Apr 13
Kahana Manor 502 Remodeled 2 bedroom 2 bath Oceanview

Fabulous Oceanfront Retreat at Kuleana 622 3rd Floor Condo A/C

Fabulous Oceanfront Retreat at Kuleana 622 3rd Floor Condo A/C
Lahaina
9.6 out of 10, Exceptional, (45 reviews)
"Good location. Close to beaches, restaurants and other fun activities "
United States
Nancy F.
The price is CA $245
CA $1,234 total
includes taxes & fees
Apr 8 - Apr 9
Fabulous Oceanfront Retreat at Kuleana 622 3rd Floor Condo A/C
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Kalaupapa. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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 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.