Kalaupapa Vacation Rentals

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Check prices for these dates

In two weeks
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sep - 20 Sep
In four months
16 Oct - 18 Oct

Our top choices for Kalaupapa vacation rentals

Beach nearby, white sand, beach towels

Napili Village Hotel

Napili Village Hotel
3.0 star property
Lahaina
9.0 out of 10, Wonderful, (192 reviews)
"Amazing location, great garden/ pool view. Comfortable and clean room, close to beach and snorkeling. Would definitely stay there again."
United States
Patrick James
The price is AED 726
AED 862 total
includes taxes & fees
5 Jul - 6 Jul
Napili Village Hotel
On the beach

Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER
3.5 star property
Lahaina
9.0 out of 10, Wonderful, (1,823 reviews)
"Beautiful property, beach access was terrific."
United States
Alison
The price is AED 937
AED 1,113 total
includes taxes & fees
27 Jun - 28 Jun
Napili Shores Maui by OUTRIGGER
Garden

Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (4,145 reviews)
"Great Stay!!"
United States
Christopher
The price is AED 1,098
AED 1,413 total
includes taxes & fees
23 Jun - 24 Jun
Aston Kaanapali Shores
Pool

Ocean Front-Unobstructed Views- Beautiful Upgraded Condo

Ocean Front-Unobstructed Views- Beautiful Upgraded Condo
Maunaloa
9.8 out of 10, Exceptional, (84 reviews)
"Great location. Newly remodeled. Was clean and great condition."
United States
Tristan
The price is AED 364
AED 1,122 total
includes taxes & fees
24 Jun - 25 Jun
Ocean Front-Unobstructed Views- Beautiful Upgraded Condo
Beachfront Two Bedrooms | In-room safe, iron/ironing board, free WiFi, bed sheets

Napili Sunset on the Beach

Napili Sunset on the Beach
2.5 star property
Lahaina
9.2 out of 10, Wonderful, (656 reviews)
"Clean room amd friendly staff."
United States
Chris
The price is AED 1,033
AED 1,226 total
includes taxes & fees
25 Jun - 26 Jun
Napili Sunset on the Beach
On the beach, beach towels

sweet escape - Moloka'i living

sweet escape - Moloka'i living
Kaunakakai
9.6 out of 10, Exceptional, (24 reviews)
"The condo was very clean and private"
United States
Frank
The price is AED 367
AED 1,311 total
includes taxes & fees
25 Jun - 26 Jun
sweet escape - Moloka'i living
Smart TV, DVD player, books, music library

ALOHA OceanFront Condo w.A/C, Molokai, Hawaii Watch whales Dec-April.

ALOHA OceanFront Condo w.A/C, Molokai, Hawaii Watch whales Dec-April.
Kaunakakai
9.2 out of 10, Wonderful, (119 reviews)
"Excellent views and sightlines for leaping whales."
United States
David K.
The price is AED 459
AED 1,379 total
includes taxes & fees
19 Jul - 20 Jul
ALOHA OceanFront Condo w.A/C, Molokai, Hawaii Watch whales Dec-April.
Outdoor dining

Molokai Island Retreat Wavecrest- Ocean Views

Molokai Island Retreat Wavecrest- Ocean Views
Kaunakakai
10.0 out of 10, Exceptional, (16 reviews)
"Great place"
United States
PATRICK C.
The price is AED 459
AED 1,213 total
includes taxes & fees
23 Jun - 24 Jun
Molokai Island Retreat Wavecrest- Ocean Views
Books

Rustic retreat with panoramic views at Pu'u O Hoku Ranch

Rustic retreat with panoramic views at Pu'u O Hoku Ranch
Kaunakakai
10.0 out of 10, Exceptional, (95 reviews)
"Very kind and gracious staff at the Ranch. We had the weekend all to ourselves in the cottage. Enjoyed gourmet Chef pre-made meals, hiked every trail and loved the solitude. Highly recommend!"
United States
Gail D.
The price is AED 1,561
AED 2,930 total
includes taxes & fees
28 Jun - 29 Jun
Rustic retreat with panoramic views at Pu'u O Hoku Ranch
BBQ/picnic area

Kuleana Club - 504

Kuleana Club - 504
3.5 star property
Lahaina
Kuleana Club - 504
Condo, 2 Bedrooms | Beach | On the beach

Kahana Sunset C7 2 Bedroom Condo by RedAwning

Kahana Sunset C7 2 Bedroom Condo by RedAwning
4.0 star property
Lahaina
The price is AED 1,287
AED 6,541 total
includes taxes & fees
28 Jun - 29 Jun
Kahana Sunset C7 2 Bedroom Condo by RedAwning
Exterior

2BR Ocean View w/Lanai and Kitchen - Molokai Shores 217

2BR Ocean View w/Lanai and Kitchen - Molokai Shores 217
Kaunakakai
9.0 out of 10, Wonderful, (12 reviews)
"Place was quite comfortable and great layout. We stayed at Hotel Molokai prior trip and would highly reccomend this place over Hotel Molokai. "
United States
Ryan
The price is AED 878
AED 2,710 total
includes taxes & fees
24 Jun - 25 Jun
2BR Ocean View w/Lanai and Kitchen - Molokai Shores 217
Property grounds

COCONUT COVE CONDO–Molokai Shores 303

COCONUT COVE CONDO–Molokai Shores 303
Kaunakakai
8.8 out of 10, Excellent, (23 reviews)
"Clean spacious condo with great amenities."
United States
Matthew A.
The price is AED 551
AED 1,359 total
includes taxes & fees
30 Jun - 1 Jul
COCONUT COVE CONDO–Molokai Shores 303
Outdoor dining

The best spot for whale watching!

The best spot for whale watching!
Lahaina
9.8 out of 10, Exceptional, (149 reviews)
"The view is amazing! "
United States
Alyssa F.
The price is AED 536
AED 1,516 total
includes taxes & fees
23 Jun - 24 Jun
The best spot for whale watching!
On the beach, beach towels

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)
"The host and accommodations were very welcoming! Just right for what we needed! They included lots of information about Maui and local spots to visit. Very clean and had a beautiful view of the ocean from both Lanais! "
United States
Amy D.
The price is AED 1,055
AED 3,378 total
includes taxes & fees
26 Jun - 27 Jun
Luxury Ocean View Condo - Kahana Sunset D4 - A/C & 5G WiFi - Pool
Exterior

Location, Location, Location. You can't get closer to the ocean for this price

Location, Location, Location. You can't get closer to the ocean for this price
Lahaina
9.2 out of 10, Wonderful, (181 reviews)
"Wow! Great location. You really can't get closer to the ocean. It's clean and comfortable in a pretty quiet spot. "
United States
John S.
Location, Location, Location. You can't get closer to the ocean for this price
On the beach

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)
"Outstanding view!!!"
United States
Bob E.
The price is AED 437
AED 2,948 total
includes taxes & fees
24 Jun - 25 Jun
Fabulous Oceanfront Retreat at Kuleana 622 3rd Floor Condo A/C
On the beach

Stylish Oceanfront Kuleana 405 1BR Private Lanai, Sunset Views

Stylish Oceanfront Kuleana 405 1BR Private Lanai, Sunset Views
Lahaina
9.8 out of 10, Exceptional, (19 reviews)
"View was beautiful - quiet and peaceful place to visit"
United States
AlexSandra S.
The price is AED 511
AED 3,047 total
includes taxes & fees
23 Jun - 24 Jun
Stylish Oceanfront Kuleana 405 1BR Private Lanai, Sunset Views
Outdoor pool, a heated pool

Oceanfront Sea Turtle Paradise Newly Remodeled 7.5M Maui Gem Near Kaanapali

Oceanfront Sea Turtle Paradise Newly Remodeled 7.5M Maui Gem Near Kaanapali
Lahaina
10.0 out of 10, Exceptional, (122 reviews)
"Excellent condo in a small, quiet location with turtles, whales and the sound of waves. Perfect spot for getting around the island. Host was easy to communicate with and condo was kept in great shape and had everything we needed."
United States
Kevin L.
Oceanfront Sea Turtle Paradise Newly Remodeled 7.5M Maui Gem Near Kaanapali
Interior

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, (54 reviews)
"Excellent location, amenities and spacious!"
United States
Russ H.
The price is AED 1,109
AED 4,671 total
includes taxes & fees
23 Jun - 24 Jun
Spacious OCEAN FRONT 2Bd/2Ba Condo with AC - Sands Of Kahana 315
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

Hilton Vacation Club Ka'anapali Beach Maui

Hilton Vacation Club Ka'anapali Beach Maui

10/10 Excellent
"It was awesome very clean staff was polite and profesional..."
Gabe 3-night trip
Posted 2 hours ago
Hilton Vacation Club Ka'anapali Beach Maui

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?

Celebrity Home Across the Street From Beach! Pool With Slide, Pickleball, Gym!: 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 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like 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 Ironwood Hills Golf Club 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.