Discover a selection of 496 vacation rentals in Kaunakakai that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and private pools. Prices start at $95 per night, and condos and villas are popular options for a stay in Kaunakakai. Either way, you'll find a rental for everyone's needs.
Top rated rentals — Kaunakakai
Destination guide

Kaunakakai – your passport to the Friendly Isle

With clapboard buildings, steepled churches and not a traffic light in sight, Kaunakakai could be one of Hawaii's most authentic destinations. The town sits on Molokai, an off the beaten track island known for sandy beaches, soaring sea cliffs and laidback locals. In fact, it's so easygoing that Molokai markets itself as the "Friendly Isle". Want to embrace Molokai's aloha spirit? Championing a barefoot luxury approach, Kaunakakai vacation rentals unlock access to this slice of Pacific paradise. All you need to bring is good company.

Things to do

Soak up Kaunakakai's royal roots

Just out of town you'll find the postcard-perfect Kapuaʻiwa Coconut Grove. Back in the 1800s, Molokai served as an island retreat for King Kamehameha V, who planted the grove next to his favorite bathing pools. It's especially beautiful at sunset, when the fronds acquire a golden glow. Just across the way is Church Row, where you'll find a cluster of pretty steepled churches, surrounded by emerald-green grass and swaying coconut palms.


Outdoor adventures in Kaunakakai

Every Saturday Kaunakakai throws a lively market that attracts vendors from across Molokai. Expect tropical fruits, organic veg, freshly caught seafood, local honey and more. For a quintessential taste of Kaunakakai get up early and stock up on treats from the famous Kanemitsu's Bakery. Coupled with freshly brewed coffee on the deck of your Kaunakakai vacation rental villa, it's a guaranteed way to elevate your breakfast to the next level.


Winter whale watching in Kaunakakai

Molokai enjoys a sultry tropical climate, with highs hovering around the 70s and 80s throughout the year. Spring, summer and fall are all gorgeous times to visit, with clear skies and calm water. From family-sized estates to beachfront condos, Kaunakakai vacation rentals make it easy to slip into island time with your loved ones. Winters usher in most of the island's rainfall, though there's also every chance of sunshine and it's always warm enough to swim. You'll also catch peak whale-watching season, with 1000s of humpbacks migrating along the Molokai coast.

Natural features

Cliffs and coconut palms in Kaunakakai

With a rich indigenous heritage and an untouched landscape, locals boast that Molokai is the most authentic Hawaiian island. In fact, by law, no building is allowed to be taller than a coconut palm. Kaunakakai is Molokai's biggest town and is a great base for exploring the island's lush rainforests, rainbow-hued reefs and soaring sea cliffs. Intrepid travelers will jump at the chance to visit the dramatic Kalaupapa Peninsula, one of Hawaii's best kept secrets. Hemmed in by 2000-foot high cliffs, it's accessible only by air, mule or on foot.

How to get there

Traveling to and around Kaunakakai

Fly into Kalaupapa, HI (LUP), the closest airport, located 9.3 mi (15 km) from the city center. If you can't find a flight that's convenient for your trip, you can also fly into Hoolehua, HI (MKK-Molokai), which is 14.5 mi (23.3 km) away.

How many vacation rentals are available around Kaunakakai?

Our 2021 property listings offer a large selection of 496 vacation rentals around Kaunakakai. From 417 condo and apartment rentals to 43 villa rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.