Discover a selection of 45 vacation rentals in Kaunakakai, HI 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 air conditioning. Prices start at $115 per night, and condos and hotels 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

Head to the lively city of Kaunakakai

Enjoy the live music and other features of Kaunakakai. This relaxing city is known for its island views, beaches and seaside. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Things to do

Activities and attractions in Kaunakakai

Do you want to discover attractions to visit in the city? Venture out of your vacation home and experience everything that makes Kaunakakai a fun place to get away. These are some of the major attractions to see, all within 30 miles (48.2 km) of the city center:

  • Kapalua Golf Resort Bay Course (24.1 mi / 38.9 km)
  • Kapalua Resort (24.3 mi / 39.1 km)
  • Kaanapali Kai Course at Kaanapali Golf Resort (24.6 mi / 39.7 km)
  • Kaanapali Golf Courses (24.7 mi / 39.7 km)
  • West Maui Parasail (24.9 mi / 40.1 km)
  • Kapalua Golf Club Plantation Course (25.5 mi / 41 km)

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

Exploring the natural features in Kaunakakai

Travelers enjoy Kaunakakai for its island views and beaches. Whether you're an active traveler or just want to take in the scenery, Kaunakakai is a great spot to appreciate mother nature. These are some of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city center:

  • Kaanapali Beach (24.3 mi / 39.2 km)
  • Napili Bay (23.9 mi / 38.5 km)
  • Molokai Harbor (0.4 mi / 0.7 km)
  • Kalaupapa National Historical Park (7.4 mi / 11.8 km)
  • Polihua Beach (12 mi / 19.2 km)
  • Wailau Beach (13.4 mi / 21.6 km)
How to get there

Transportation to and around Kaunakakai

The nearest airport is in Hoolehua, HI (MKK-Molokai), located 6.2 mi (10 km) from the city center. If you're unable to find a flight that fits your schedule, you could book a flight to Kahului Airport (OGG), which is 40.3 mi (64.8 km) away.

What are the top vacation rentals in or near Kaunakakai?

Whether you're organizing your next exciting adventure with friends or a romantic trip with your loved one, one of these top vacation rentals in Kaunakakai is sure to tempt you:

  • "2 Bedroom Oceanfront Luxury Condo At Wavecrest Amazing Views": This Maui County escape comes with 2 bedrooms and is rated highly among visitors. Conveniences such as outdoor furniture and towels help make your stay comfortable.
  • "Wavecrest Oceanfront, Island Of Moloka'i Ta": Located in Pacific States, this popular getaway has 1 bedroom and lots of handy amenities. An oven and beach towels are among them.

For even more great options, use the search bar at the top of the page to find the perfect Kaunakakai vacation rental for you.

What are the top-rated vacation rentals for weekend getaways in or near Kaunakakai?

Clock off on Friday and then forget all about the office. If you're craving some fun and relaxation, these escapes in and around Kaunakakai promise an awesome weekend getaway:

  • "Oceanfront Corner Unit - #201 - Panoramic 180 Degree Ocean View" is a favorite option around 17 miles southeast of the center of Kaunakakai. You won't have to venture far to find something to do around this retreat. Get out and discover Kaanapali Kai Course at Kaanapali Golf Resort and Iao Valley State Park. Activities like snorkeling and tennis will add a nice touch to your whirlwind stay.
  • "Sun, Sand And Surf ……. . A Romantic Couple’s Getaway…… Hale Ono Loa 306" is another dream escape to consider. Around 16 miles southeast of Kaunakakai, use it as a base to try some golf or snorkeling. Garden of the Gods and Kahana Beach also have to be on your must-do list if you stay here.

Can I find studio apartments for rent in and around Kaunakakai?

Usually small, affordable and well located, it's difficult not to fall for the appeal of a studio apartment. Settle into one of these vacation rentals and get acquainted with Kaunakakai up close:

  • Make "Oceanfront Corner Unit - #201 - Panoramic 180 Degree Ocean View" your home away from home. This sought-after vacation rental comes with amenities including a beach and a TV.
  • "Sun, Sand And Surf ……. . A Romantic Couple’s Getaway…… Hale Ono Loa 306" is another awesome choice. Get cozy and take advantage of nearby whale-watching activities, cable/satellite TV services and more.

With the moolah you save on your studio apartment, you'll be able to discover even more of Kaunakakai. Cultural sights like Iao Theater and Hui Noʻeau Visual Arts Center will help you better understand the character of this destination.

Can I find short term rentals in or near Kaunakakai?

Just because you only have a few days free doesn't mean you have to spend it in a boring hotel room. Get away but still have the comforts of home at one of these short-term rentals in or around Kaunakakai:

  • Close to the heart of Kaunakakai, "Hawaiian Cottage And Personal Paradise" is ideal for a whirlwind break. While you're around, take a look at top sights like Iao Valley State Park and Lahaina Harbor.
  • Eat, sleep and discover your surroundings from "Kihei Oasis Permitted Private Home 1", another great option. Maui Theater and West Maui Mountains should be on your itinerary when you're ready to see the sights.

What are the best romantic weekend getaways in or near Kaunakakai?

Nothing says "I love you" quite like a romantic weekend escape. If you'd like to spend a couple of evenings away with your sweetheart, we've got some romantic getaways in and around Kaunakakai that will whisk you off your feet:

  • Put on some soft tunes and kick back together at "Whaler 502 - Fabulous Direct Oceanfront 2bedroom 2ba W". Around 17 miles from Kaunakakai, this property has everything you could want for a couple's weekend away, including a sauna and a balcony.
  • Alternatively, spend your mini break sipping on bubbly and canoodling at "Maui Budget Condo With Oceanfront Luxury At Papakea", around 16 miles from Kaunakakai. Housekeeping services and a balcony will help set the mood.

What are the best large group vacation rentals in or near Kaunakakai?

Big groups mean huge fun. They also mean finding a place that'll effortlessly fit your whole squad. Browse our large group vacation rentals in or around Kaunakakai and get your favorite people together under one roof:

  • There's loads of space to sprawl out at "Beach Front Walk To Front St. Lahaina Private 4 Bedroom Home On Sandy Beach". Around 20 miles southeast of Kaunakakai, this sizable retreat has 4 bedrooms accommodating up to 12 guests. It comes with a host of amenities, including a beach view and an ocean view.
  • Invite as many as 15 of your best friends to "Island View - 2 Bedroom - Marriott's Maui Ocean Club: Lahaina - Marriott's Maui Ocean Club" and fill its spaces with laughter and love. This top option has 2 bedrooms and is around 18 miles to the southeast of central Kaunakakai. It's crammed with features to keep large groups comfortable and content, including a nearby waterfront and a kitchen.

What are the best houses for rent with a pool in or near Kaunakakai?

A pool is often a necessity when choosing where to spend your vacation, especially if you're traveling with kids. Browse these houses with a pool in or near Kaunakakai and spend your days splashing around:

  • Get your vacation on at "Newly Renovated - The Maui House 207", where your biggest priority will be chilling by the pool. Amenities including free toiletries and a porch help make this getaway a guest favorite.
  • "Lana’i Oasis And Gem, The Artist's House" is the kind of place you go to get away from everything and enjoy your surroundings, starting with its pool. A nearby laundromat and a garden are also on hand to make your visit nice and comfortable.

Not sure what to pack for your Kaunakakai escape? This impressive destination has a tropical savanna climate. During the summer months, expect average temperatures of between 75 ºF and 80 ºF. Scroll through our range of Kaunakakai vacation rentals by using the search bar at the top of the page. Simply adjust the filters to get more inspiration on where to stay.

What are the best large family vacation rentals in or near Kaunakakai?

No matter if your idea of the perfect escape is up in the mountains or down by the beach, you'll have a lot more fun if you share it with those closest to you. Settle into one of these large family vacation rentals in or near Kaunakakai and bring the whole gang:

  • Get everyone under the same roof at "Breathtaking Oceanfront 3 Bed/3 Bath Ultimate Family Luxury", which has 3 bedrooms sleeping up to 8 guests. This escape is around 17 miles to the southeast of Kaunakakai and comes with amenities such as a garden and coffee and tea making facilities.
  • Another popular choice is "Clean And Spacious Home In Charming Beach Community". This property is 20 miles southeast of Kaunakakai and comes with a living room, childrens activities and more. With 3 bedrooms accommodating up to 8 people, you won't have to leave anyone off your guest list.

If you're hoping to visit some family-friendly attractions in the area, you won't have far to go. Maui Ocean Center, Hawaiian Islands Humpback Whale Sanctuary Visitor Center and Maui Fish Pipe promise lots of fun for all the crew.

What are the best large houses to rent with indoor pools in or near Kaunakakai?

Add some indulgence to your vacation by staying somewhere with an indoor pool. These stunning large houses in or near Kaunakakai have a swimming space to call your own, along with lots of room for whoever is fortunate enough to be joining you:

  • Settle into "Westin Nanea Book 1bdr Now Whale Season Is Here" and while away your days poolside. This roomy rental has 3 bedrooms sleeping up to 8 guests and a range of other excellent amenities. A nearby waterfront and a swimming pool are among them.
  • Another attractive property is "Stunning Ocean And Pool Views, Ac Papakea K402". With 3 bedrooms accommodating up to 8 guests, you can invite the whole gang to play, stay and swim. A swimming pool and a garden are other amenities on offer here.

Use the search bar at the top of the page and adjust the filters to find more tempting Kaunakakai vacation rental options for your next big getaway.

Are there vacation rentals with fire pits in or near Kaunakakai?

Whether you're eager to share a bottle of vino beside the flames with your love or just stay warm when the sun goes down, Vrbo will help you find a vacation rental with a fire pit. Check out these awesome options in or near Kaunakakai:

  • "Outstanding Ocean View, Chip Shot To Water" comes with an ocean view, a beach view, and of course, a fire pit. Sing your favorite songs, share ghost stories or have a good old chinwag with friends and family at this popular retreat.
  • Stoke the embers and then enjoy the peaceful atmosphere at "Honua Kai Ground Floor - 2 Bed 2 Bath". This cozy pad also offers a nearby waterfront and a swimming pool.