Photo by Lisa A Schmidt

Kalawao County vacation rentals

We found 72 vacation rentals — enter your dates for availability

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August 2025

September 2025

Discover a selection of vacation rentals in Kalawao County that are perfect for your trip. Whether you're traveling with your kids or with friends, vacation rentals have the best amenities for spending time at your vacation home, including air conditioning and cable TV. No matter what you're looking for, you'll find a rental for everyone's needs, including a place that's non-smoking or offers accessibility.

Popular cities in Kalawao County

Vacation rentals with weekly discounts - Kalawao County

Showing deals for:Nov 14 - Nov 21

Exceptional

(32 reviews)

Oceanfront, AC!, king bed, kayaks, pickleball, and beach stuff all included!

Kaunakakai, HI

5% off

includes taxes & fees

Exceptional

(35 reviews)

2BD Peace & Paradise MOLOKAI-1.5 bath/2 LANAIS w/Oceanview-Grandeur & Gorgeous!

Kaunakakai, HI

15% off

includes taxes & fees

Exceptional

(114 reviews)

Hotel Moloka’i - AC, Restaurant, Bar, Pool, BBQ Grills, Kitchenette, Lanai, Wifi

Kaunakakai, HI

15% off

includes taxes & fees

Kaunakakai Vacation Rental | 1BR | 1BA | Step-Free Access | 600 Sq Ft

Exceptional

(22 reviews)

High-End Resort Condo Nestled on Molokai Shoreline

Kaunakakai, HI

5% off

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Find the best place to stay - Kalawao County

Castle at Moloka'i Shores

Sleeps 4 · 1 bedroom

Rustic retreat with panoramic views, tropical gardens, & biodynamic produce!

Sleeps 5 · 2 bedrooms · 2 bathrooms

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

Sleeps 4 · 1 bedroom · 1 bathroom

Top rated rentals - Kalawao County

Premier Host

Awesome location on this sleepy little island.

Awesome view from the balcony. Quiet spot. Saw whales from the balcony many mornings. Great sense of community. Would love to come back. Nicely remodeled

Fern K.

Stayed Dec 2024

Premier Host

Very quiet

If your looking for a quiet and relaxing holiday this is it. Really the only complaint is isolation about a 11 mile drive to town although there is a small store/ restaurant a mile or so further up the road catering to mostly locals, they do have the basics. Molokai is basically a rural like setting, just mom and pop shops, so the prices in the stores reflect that. The resort offers a nice atmosphere with friendly people.

wes h.

Stayed Dec 2023

A good place to relax

Our stay at Wavecrest in Molokai was good for us. After a week of family reunion in Oahu, Wavecrest was the place to kick-back. We have been coming to Wavecrest since 1990. We usually split our time between Oahu and Molokai. Brenda's condo unit and car were very nice. Access to keys for both was quite easy. The car is kept at the airport and is fuel efficient. Both also were clean, well appointed and ready for us. If you are expecting the tourism and nightlife of Maui and Waikiki then don't come here. This place encourages you to go to bed early and wake with the roosters. There is a small library of summer reading and DVDs, a pool, BBQ grills, shuffleboard and tennis courts (BYO rackets) and nice benches for sunset views. You can see whales during their migratory season. We spent our days visiting different beaches and the Kalapapa lookout. Wavecrest is located on the East end of Molokai which is the wet end where the beaches are smaller but more protected. The west end is drier and has the longest beach but surf can be rougher depending on the season. You should buy your main groceries in Kaunakakai. We preferred the Friendly's market. You can also get some items at the small store in Ualapue near to the condo. It also has a lunch counter for takeout but the counter closes in mid-afternoon. Enjoy yourself. We always do. Thanks Brenda. Aloha.

Roy Steven N.

Stayed Jul 2023

Premier Host

Nice relaxed condo overlooking the ocean and sunrise

Very nice place. Great, chill location, with pool access. Board games, snorkels and boogie boards included!

Johan F.

Stayed Mar 2022

Beautiful view of Maui across the channel! :)

Premier Host

A hidden gem

The condo was everything as advertised. Jerry and Meredith are awesome hosts. They kept in contact with us from the time we booked to the time we departed. We will for sure be staying at their home the next time we visit Molokai. If you are looking for a place that offers spectacular views and a quiet setting this is the place to stay. The view from the Lania is breathtaking and waking up each morning reminds you that you are truly in paradise. Thank you Jerry and Meredith for the wonderful memories.

Murray G.

Stayed Jan 2025

Premier Host

Mellow Molokai

Pretty close to perfect accommodation….from the furnishings, appliances, kitchenware, views, amenities and the aloha spirit of the locals….everything was wonderful!

Connie E.

Stayed Jan 2025

You can't get much closer to the ocean than this!

Premier Host

Molokai Family Time

Molokai Shores is a great centrally located facility with a pool and a barbecue area that was a great place to meet other people. The condo was very well equipped and worked well for two couples. A big shout out to Chad for working with us to help with our individual needs.

George G.

Stayed Mar 2024

Find out more about Kalawao County

Choose a vacation rental for your Kalawao County getaway

Learn about the unique charm of Kalawao County with a stay in a private vacation home. You'll find plenty to explore during your stay in the area. Many of our vacation rentals offer full kitchens, spacious living quarters, and sometimes even a hot tub for a relaxing getaway.

Sightseeing in and around Kalawao County

Are you hoping to discover top things to see and do while you're in town? Venture out of your cozy vacation rental and check out everything that makes Kalawao County a one-of-a-kind vacation spot. These are some of the major attractions to explore, all within 30 miles (48.2 km) of the city center:

Ironwood Hills Golf Club (5.1 mi / 8.2 km)
Coffees of Hawaii Plantation Store (6.4 mi / 10.2 km)

Exploring the natural landscape of Kalawao County

Whether you're looking for fun outdoor activities or just want to appreciate the scenery, Kalawao County is a great place to spend some time outside. Here are some of the area’s most stunning features, all within 30 miles (48.2 km) of the city center:

Kalaupapa National Historical Park (1.6 mi / 2.6 km)
Wailau Beach (8.7 mi / 14 km)
Kapuaiwa Coconut Grove (9.2 mi / 14.7 km)
Molokai Harbor (9.2 mi / 14.9 km)
Moloka'i Beaches (10.2 mi / 16.4 km)
Halawa Bay Beach (14.7 mi / 23.7 km)

Traveling to and around Kalawao County

The nearest airport is in Kalaupapa, HI (LUP), located 1 mi (1.5 km) from the city center.

Frequently asked questions

How much does it cost to rent a vacation rental in Kalawao County?

Property type, length of stay and time of year are among the factors that can determine the price of a vacation home. Simply enter your dates of travel to find your dream escape. From comfy cabins to sprawling villas, all Vrbo vacation rentals offer amazing value.

How much does it cost to rent a beach house in Kalawao County?

When you travel and the size and style of the property will influence how much you'll pay for your beachside stay. Enter your Kalawao County travel dates to see your options on Vrbo. Looking for a backyard so the kids can run around, or a pool to keep them busy? Use our filters to select the amenities and features you want.

How old do you have to be to rent a vacation rental in Kalawao County?

Age restrictions can differ between properties on Vrbo, so be sure to check the rules of the vacation home in Kalawao County you want. But typically, it's 16, 18 or 21.

How long can I rent a vacation rental in Kalawao County for?

How long you can rent a vacation rental in Kalawao County is down to the property. Just enter your chosen travel dates to view a list of options offering extended stays. With loads of creature comforts such as washing machines and air conditioning, as well as some offering weekly or monthly discounts, you're sure to get somewhere perfect to call your home away from home in Kalawao County.