Kalaupapa Vacation Rentals

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Our top choices for Kalaupapa vacation rentals

Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (4,080 reviews)
"Nice and safe place to stay"
United States
Kristen
The price is ¥52,336
¥66,780 total
includes taxes & fees
May 29 - May 30
Aston Kaanapali Shores

Napili Sunset on the Beach

Napili Sunset on the Beach
2.5 star property
Lahaina
9.2 out of 10, Wonderful, (654 reviews)
"Clean room amd friendly staff."
United States
Chris
The price is ¥44,048
¥52,291 total
includes taxes & fees
May 4 - May 5
Napili Sunset on the Beach

Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER
3.5 star property
Lahaina
9.0 out of 10, Wonderful, (1,792 reviews)
"Super clean room with fantastic view of the sea. Short walk to Napili beach. Great breakfast at the Gazebo restaurant "
United States
Mark
The price is ¥52,027
¥61,762 total
includes taxes & fees
May 15 - May 16
Napili Shores Maui by OUTRIGGER

Napili Village Hotel

Napili Village Hotel
3.0 star property
Lahaina
9.0 out of 10, Wonderful, (181 reviews)
"Always stay here when we come to Napili. Rooms are the best bang for your buck on the island and the place is always spotless. Grounds are beautiful with amazing plants and the staff is always friendly."
United States
David
The price is ¥43,123
¥51,192 total
includes taxes & fees
May 7 - May 8
Napili Village Hotel

Kuleana Club - 712

Kuleana Club - 712
3.5 star property
Lahaina
The price is ¥54,361
¥97,079 total
includes taxes & fees
May 22 - May 23
Kuleana Club - 712

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, (56 reviews)
"Area was pretty nice, right by the beach which we loved. Space was nice, bed was comfortable!"
United States
Rachel Y.
The price is ¥31,332
¥140,435 total
includes taxes & fees
May 4 - May 5
Luxury Oceanfront Studio at Napili Shores A203 View of Lanai and Molokai

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 ¥34,105
¥107,817 total
includes taxes & fees
May 18 - May 19
Kahana Manor 502 Remodeled 2 bedroom 2 bath Oceanview

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 ¥22,716
¥128,330 total
includes taxes & fees
May 4 - May 5
Ocean View Ground Floor Studio at Napili Shores G157 Renovated AC

Spacious OCEAN FRONT 2Bd/2Ba Condo with AC - Sands Of Kahana 315

Spacious OCEAN FRONT 2Bd/2Ba Condo with AC - Sands Of Kahana 315
Lahaina
10.0 out of 10, Exceptional, (53 reviews)
"Excellent location, amenities and spacious!"
United States
Russ H.
The price is ¥46,841
¥186,132 total
includes taxes & fees
May 11 - May 12
Spacious OCEAN FRONT 2Bd/2Ba Condo with AC - Sands Of Kahana 315

Snorkel, Relax, Explore – 2BR Oceanfront Condo Between Napili and Kapalua

Snorkel, Relax, Explore – 2BR Oceanfront Condo Between Napili and Kapalua
Lahaina
9.2 out of 10, Wonderful, (106 reviews)
"Great location with easy access to snorkeling and Napili Bay."
United States
Jenn N.
The price is ¥34,935
¥156,381 total
includes taxes & fees
May 9 - May 10
Snorkel, Relax, Explore – 2BR Oceanfront Condo Between Napili and Kapalua

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, (55 reviews)
"The location and friendliness "
United States
Patricia R.
The price is ¥39,635
¥163,349 total
includes taxes & fees
May 11 - May 12
OCEAN VIEW 2 Bdrm condo with Secluded Beach - Kahana Sunset C7

Stunning, Oceanfront Deluxe Penthouse with Island Views - Sands of Kahana 282

Stunning, Oceanfront Deluxe Penthouse with Island Views - Sands of Kahana 282
Lahaina
9.6 out of 10, Exceptional, (51 reviews)
"Well maintained property with plenty of space for me, my husband, an elderly mother. Apartment was well stocked. Amazing views of lana’i and some nice sunsets. Very quick response from property management to minor issue. Be aware that second bedroom does not really have an accessible window so the air conditioner must be used for airflow. Would recommend."
United States
Leah G.
The price is ¥46,841
¥186,132 total
includes taxes & fees
May 4 - May 5
Stunning, Oceanfront Deluxe Penthouse with Island Views - Sands of Kahana 282

Ke Nani Kai Unit 156- More Molokai

Ke Nani Kai Unit 156- More Molokai
Maunaloa
9.2 out of 10, Wonderful, (61 reviews)
"A great place to stay and the best value you can get at Ke Nani Kai!"
Germany
Karlheinz S.
The price is ¥23,499
¥67,003 total
includes taxes & fees
May 29 - May 30
Ke Nani Kai Unit 156- More Molokai

Luxury Ocean View Condo - Kahana Sunset D4 - A/C & 5G WiFi - Pool

Luxury Ocean View Condo - Kahana Sunset D4 - A/C & 5G WiFi - Pool
Lahaina
10.0 out of 10, Exceptional, (105 reviews)
"Very pleased with our stay. Very convienient location and great amenities"
United States
Anonymous traveler
The price is ¥44,993
¥144,076 total
includes taxes & fees
May 3 - May 4
Luxury Ocean View Condo - Kahana Sunset D4 - A/C & 5G WiFi - Pool

Oceanfront at Valley Isle 1108 Beautiful 2bd 2ba Condo

Oceanfront at Valley Isle 1108 Beautiful 2bd 2ba Condo
Lahaina
9.6 out of 10, Exceptional, (55 reviews)
"Nice place! "
United States
Rick V.
The price is ¥35,718
¥157,574 total
includes taxes & fees
May 3 - May 4
Oceanfront at Valley Isle 1108 Beautiful 2bd 2ba Condo

sweet escape - Moloka'i living

sweet escape - Moloka'i living
Kaunakakai
9.4 out of 10, Exceptional, (23 reviews)
"The condo was very clean and private"
United States
Frank
The price is ¥14,099
¥54,860 total
includes taxes & fees
May 6 - May 7
sweet escape - Moloka'i living

Oceanfront Holiday <br>

Oceanfront Holiday <br>
Lahaina
10.0 out of 10, Exceptional, (112 reviews)
"We enjoyed the stay a great deal. The setting is beautiful, and the visits by the turtles were an added bonus."
United States
Vince G.
The price is ¥40,262
¥84,661 total
includes taxes & fees
May 3 - May 4
Oceanfront Holiday <br>

Kapalua Ridge Villas Resort by KBM

Kapalua Ridge Villas Resort by KBM
4.5 star property
Lahaina
9.8 out of 10, Exceptional, (6 reviews)
"Great area with snorkeling beaches nearby, good restaurants and slow pace."
United States
Carol
The price is ¥170,317
¥288,820 total
includes taxes & fees
May 3 - May 4
Kapalua Ridge Villas Resort by KBM

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 ¥23,499
¥57,980 total
includes taxes & fees
May 14 - May 15
COCONUT COVE CONDO–Molokai Shores 303

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 ¥18,917
¥50,952 total
includes taxes & fees
May 4 - May 5
Molokai Island Retreat Wavecrest- Ocean Views
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

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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 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.