A coastal landscape with a prominent green hill and a smaller rock formation in the sea.

Kalaupapa Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Kalaupapa vacation rentals

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 SAR 805
SAR 956 total
includes taxes & fees
28 Jul - 29 Jul
Napili Village Hotel

Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER
3.5 star property
Lahaina
9.0 out of 10, Wonderful, (1,825 reviews)
"Beautiful property, beach access was terrific."
United States
Alison
The price is SAR 958
SAR 1,138 total
includes taxes & fees
1 Jul - 2 Jul
Napili Shores Maui by OUTRIGGER

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 SAR 1,056
SAR 1,254 total
includes taxes & fees
29 Jun - 30 Jun
Napili Sunset on the Beach

Royal Kahana 217 Condo

Royal Kahana 217 Condo
3.0 star property
Lahaina
The price is SAR 526
SAR 3,124 total
includes taxes & fees
29 Jun - 30 Jun
Royal Kahana 217 Condo

Kuleana Club - 307

Kuleana Club - 307
3.5 star property
Lahaina
9.4 out of 10, Exceptional, (3 reviews)
"Very clean room. Helpful staff. Great pool area and beautiful landscaping"
Canada
Mike
The price is SAR 665
SAR 1,570 total
includes taxes & fees
9 Jul - 10 Jul
Kuleana Club - 307

Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (4,152 reviews)
"Great Stay!!"
United States
Christopher
The price is SAR 898
SAR 1,178 total
includes taxes & fees
29 Jun - 30 Jun
Aston Kaanapali Shores

Oceanfront Maui Condo

Oceanfront Maui Condo
2.0 star property
Lainaina
The price is SAR 700
SAR 2,123 total
includes taxes & fees
6 Jul - 7 Jul
Oceanfront Maui Condo

Kaanapali Shores #159 2 Bedroom Condo by RedAwning

Kaanapali Shores #159 2 Bedroom Condo by RedAwning
3.5 star property
Lahaina
The price is SAR 1,096
SAR 4,066 total
includes taxes & fees
1 Jul - 2 Jul
Kaanapali Shores #159 2 Bedroom Condo by RedAwning

Kapalua Golf Villas Resort by KBM

Kapalua Golf Villas Resort by KBM
4.0 star property
Lahaina
9.4 out of 10, Exceptional, (15 reviews)
"The property was in exquisite shape and the unit was very well kept. Great location! Just a short walk down a hill to beach access. Many restaurants nearby. Easy to drive to the unit."
United States
Clark
The price is SAR 10,392
SAR 14,097 total
includes taxes & fees
3 Jul - 4 Jul
Kapalua Golf Villas Resort by KBM

Napili Shores G258 Studio Condo Condo

Napili Shores G258 Studio Condo Condo
3.0 star property
lahaina
The price is SAR 637
SAR 4,656 total
includes taxes & fees
29 Jun - 30 Jun
Napili Shores G258 Studio Condo Condo

Hale Mahina B304

Hale Mahina B304
3.0 star property
Lahaina
The price is SAR 3,752
SAR 4,454 total
includes taxes & fees
29 Jun - 30 Jun
Hale Mahina B304

Kaanapali Shores 432 Studio Condo Condo

Kaanapali Shores 432 Studio Condo Condo
3.0 star property
lahaina
The price is SAR 547
SAR 4,498 total
includes taxes & fees
12 Jul - 13 Jul
Kaanapali Shores 432 Studio Condo Condo

Napili Shores G154 Ocean View Studio Condo by RedAwning

Napili Shores G154 Ocean View Studio Condo by RedAwning
3.5 star property
Lahaina
The price is SAR 637
SAR 4,656 total
includes taxes & fees
1 Jul - 2 Jul
Napili Shores G154 Ocean View Studio Condo by RedAwning

Napili Shores G157 Studio Bedroom Condo by RedAwning

Napili Shores G157 Studio Bedroom Condo by RedAwning
3.5 star property
Lahaina
The price is SAR 637
SAR 4,656 total
includes taxes & fees
29 Jun - 30 Jun
Napili Shores G157 Studio Bedroom Condo by RedAwning

Kuleana 706 - 1Br Condo

Kuleana 706 - 1Br Condo
3.0 star property
Lahaina
The price is SAR 877
SAR 5,154 total
includes taxes & fees
11 Jul - 12 Jul
Kuleana 706 - 1Br Condo

Royal Kahana 309 1 Bedroom Condo 1 Condo by RedAwning

Royal Kahana 309 1 Bedroom Condo 1 Condo by RedAwning
3.5 star property
Lahaina
The price is SAR 641
SAR 4,739 total
includes taxes & fees
9 Jul - 10 Jul
Royal Kahana 309 1 Bedroom Condo 1 Condo by RedAwning

Papakea G101 1bed/1bath New Remodel 1 Bedroom Condo

Papakea G101 1bed/1bath New Remodel 1 Bedroom Condo
3.0 star property
Lahaina
The price is SAR 532
SAR 4,548 total
includes taxes & fees
3 Jul - 4 Jul
Papakea G101 1bed/1bath New Remodel 1 Bedroom Condo

Kuleana 405 Oceanfront 1Bedroom 1 Condo by RedAwning

Kuleana 405 Oceanfront 1Bedroom 1 Condo by RedAwning
3.0 star property
Lahaina
The price is SAR 657
SAR 4,768 total
includes taxes & fees
3 Jul - 4 Jul
Kuleana 405 Oceanfront 1Bedroom 1 Condo by RedAwning

Hale Ona Loa HOL-102 by KBM

Hale Ona Loa HOL-102 by KBM
5.0 star property
Kaanapali
The price is SAR 3,773
SAR 6,320 total
includes taxes & fees
29 Jun - 30 Jun
Hale Ona Loa HOL-102 by KBM

Kuleana 613 1 Bdrm 1 Bedroom Condo by RedAwning

Kuleana 613 1 Bdrm 1 Bedroom Condo by RedAwning
4.0 star property
Lahaina
9.0 out of 10, Wonderful, (2 reviews)
" The apartment was prepared with all the necessary amenities. It was spotless, smelled great, had plenty of soaps, towels, and beach necessities, and air conditioning was even left on, so the apartment was quite comfortable upon our arrival. RedAwning is an excellent company with a superb customer relations attitude."
United States
Mariana
The price is SAR 752
SAR 4,934 total
includes taxes & fees
29 Jun - 30 Jun
Kuleana 613 1 Bdrm 1 Bedroom Condo by RedAwning
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Kalaupapa Hotel Reviews

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 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 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.