Kaunakakai Vacation Rentals

Save 10% or more on over 100,000 hotels worldwide as a One Key member.

Most properties are fully refundable. Because flexibility matters.

Search over 2.9 million properties and 550 airlines worldwide.

Vacation Rentals in Kaunakakai

On the beach, white sand
CASTLE Napili Surf Beach Resort
3.5 star property
10.0 out of 10, Exceptional, (9)
"The bathroom and kitchen were generously stacked with everything we needed. The grounds were lovely and the unit very clean and comfortable. We had use of beach chairs and plenty of towels for the pool or beautiful beach. I highly recommend Castle Nāpili Surf Beach resort."
CASTLE Napili Surf Beach Resort
Property grounds
The Ultimate Oceanfront Penthouse - 'Hale No Ka Oi'
9.8 out of 10, Exceptional, (74)
"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."
The Ultimate Oceanfront Penthouse - 'Hale No Ka Oi'
Private kitchen | Fridge, microwave, oven, stovetop
The #1 Luxury OCEAN FRONT Mansion! Sleeps 32
9.8 out of 10, Exceptional, (47)
"This a great property that functions well for large events. The rooms are laid out hotel style so plenty of privacy with a large common room and kitchen on the top floor. The pool, gym, and theater are a definite bonus. The property has a short private path that opens onto a public beach. I cant recommend this place enough."
The #1 Luxury OCEAN FRONT Mansion! Sleeps 32
Save an average of 15% on thousands of hotels when you're signed in
On the beach, sun loungers, beach towels
MOLOKAI ISLAND Two Bedroom Oceanfront Top End Unit!
9.6 out of 10, Exceptional, (144)
"well appointed, plenty of space, clean and 2 balconies. It was perfect!"
MOLOKAI ISLAND Two Bedroom Oceanfront Top End Unit!
Exterior
The Whaler Resort Kaanapali Beach
4.0 star property
9.4 out of 10, Exceptional, (27)
"Great 2 bedroom condo. Spacious and very clean. Walkable to many restaurants including Whalers village which is right next door. 2 drawbacks : shower temperature was off and hard to adjust, shower was cold for at least 5 min before becoming warm and a very loud noise was always present coming from the generators in whalers village. Our balcony was on that side and it took away from the experience of just sitting outside. Recommend u get condo unit on the opposite side. But otherwise truly a...
The Whaler Resort Kaanapali Beach
3 outdoor pools, sun loungers
Kaanapali Alii
4.0 star property
9.4 out of 10, Exceptional, (786)
"This place was more than amazing . We will Definitely be back again. Everyone was sweet and welcoming "
Kaanapali Alii
View from room
Aston at The Whaler on Kaanapali Beach
4.0 star property
9.2 out of 10, Wonderful, (1398)
"The property is kept immaculate, just beautiful to walk around. Safe and quiet."
The price is $468
$929 total
includes taxes & fees
May 27 - May 28
Aston at The Whaler on Kaanapali Beach
Sundeck
Napili Sunset on the Beach
2.5 star property
9.2 out of 10, Wonderful, (555)
"We have stayed at Napili Sunset before, it has been a great experience both times. Really enjoyed our time, and highly recommend. "
The price is $228
$269 total
includes taxes & fees
May 16 - May 17
Napili Sunset on the Beach
2 outdoor pools, cabanas (surcharge), pool umbrellas
The Westin Nanea Ocean Villas, Ka'anapali
4.0 star property
9.2 out of 10, Wonderful, (420)
"Great place to stay with or without kids. Wonderful pool, awesome beach and professional staff. Of property food and grocery options too. Thos Westin is definitely on our revisit list if we come back to Kaanapali. "
The price is $607
$716 total
includes taxes & fees
May 29 - May 30
The Westin Nanea Ocean Villas, Ka'anapali
Outdoor pool
Aston Mahana at Kaanapali
3.5 star property
9.0 out of 10, Wonderful, (1469)
"Visited this hotel on my in-law recommends and it met my expectations. Courtesy staff and ready to help whatever is needed .. "
The price is $613
$753 total
includes taxes & fees
Jun 4 - Jun 5
Aston Mahana at Kaanapali
Basic Room, 1 Bedroom (Corner, Specific Unit May Vary) | Balcony view
Maui Kai
3.0 star property
9.0 out of 10, Wonderful, (391)
"Love love love this property. They have thought of everything. Why did I even need to pack anything?Room was excellent. Right on the beach. Staff was always friendly and willing to go out of their way to help. Check in after hours was a breeze. Cool pool area we never used. Parking was always available no matter when we got back and free. Nice convenient area. Food truck courtyard looked interesting but never could find the entrance will definitely stay here again"
Maui Kai
Premier Studio Suite, 1 King Bed with Sofa bed, Partial Ocean View, Garden Area (Unit 1002) | View from room
Royal Kahana Resort by rkmaui
3.5 star property
9.0 out of 10, Wonderful, (166)
"Amazing beach right next to it with a chill atmosphere definitely will be back!"
Royal Kahana Resort by rkmaui
4 outdoor pools
OUTRIGGER Honua Kai Resort & Spa
4.0 star property
8.8 out of 10, Excellent, (2531)
"I loved everything about this resort. "
OUTRIGGER Honua Kai Resort & Spa
On the beach
Napili Shores Maui by OUTRIGGER
3.0 star property
8.8 out of 10, Excellent, (1467)
"Absolutely wonderful! It’s not a fancy resort, but beautiful garden areas, we had a wonderful view from our room, and it is clean and quiet. Awesome beach access, great for swimming. Property is kid-friendly and I would absolutely come here again! "
Napili Shores Maui by OUTRIGGER
Outdoor pool, pool umbrellas, sun loungers
AEI at The Mahana Kaanapali Resort
4.0 star property
8.8 out of 10, Excellent, (206)
"Honeymooners first time in Maui, we loved this hotel. In the touristy North-west section of Maui but right on the beach (beautiful sunsets), facility amenities were exactly what we were hoping for. Clean site and rooms, spacious room with full kitchen and living room and a washer/dryer in-unit. Concierge service was excellent at helping us book the tours/events we wanted despite short notice. Could have benefitted from more information about the facility at check-in, did not realize we had...
AEI at The Mahana Kaanapali Resort
View from property
Hono Koa Vacation Club
3.0 star property
8.8 out of 10, Excellent, (137)
"The Condo is Very Beautiful and well equipped. We feel at Home ."
Hono Koa Vacation Club
Hypo-allergenic bedding, in-room safe, blackout drapes
Aston Kaanapali Shores
3.5 star property
8.6 out of 10, Excellent, (2996)
"Amazing views and right on the beach and pools were never packed "
The price is $263
$340 total
includes taxes & fees
May 27 - May 28
Aston Kaanapali Shores
Exterior
Aston Maui Kaanapali Villas
3.0 star property
8.6 out of 10, Excellent, (2144)
"Beautiful grounds. Close o the pool and beach.! Castaway s great bar and restaurant. "
The price is $255
$377 total
includes taxes & fees
May 21 - May 22
Aston Maui Kaanapali Villas
2 outdoor pools, pool umbrellas
The Westin Ka'anapali Ocean Resort Villas
4.0 star property
8.6 out of 10, Excellent, (1048)
"As always an incredible experience We love this property"
The price is $519
$612 total
includes taxes & fees
May 22 - May 23
The Westin Ka'anapali Ocean Resort Villas
Villa, 2 Bedrooms, Oceanfront (Bay 19G2 Gold 2.5 Bath) | View from room
Kapalua Villas Maui
4.0 star property
8.6 out of 10, Excellent, (891)
"The location and the view "
Kapalua Villas Maui
Don't see what you're looking for?
See all available properties in Kaunakakai
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.

Other types of properties in Kaunakakai you may be interested in

Property grounds
The Ultimate Oceanfront Penthouse - 'Hale No Ka Oi'
9.8 out of 10, Exceptional, (74)
"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."
The Ultimate Oceanfront Penthouse - 'Hale No Ka Oi'
On the beach, sun loungers, beach towels
MOLOKAI ISLAND Two Bedroom Oceanfront Top End Unit!
9.6 out of 10, Exceptional, (144)
"well appointed, plenty of space, clean and 2 balconies. It was perfect!"
MOLOKAI ISLAND Two Bedroom Oceanfront Top End Unit!
Outdoor pool, open 9:00 AM to 9:00 PM, pool umbrellas, sun loungers
Hotel Moloka'i
3.0 star property
8.2 out of 10, Very Good, (591)
"Old but well kept. Was happy to have AC in the room. Close to town. Would definitely stay there again."
The price is $220
$303 total
includes taxes & fees
May 16 - May 17
Hotel Moloka'i
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.

Everything you need to know about Kaunakakai vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Kaunakakai vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Kaunakakai vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Kaunakakai vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Kaunakakai. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Kaunakakai in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $134 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Kaunakakai rentals

At Expedia, we put the best Kaunakakai vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Kaunakakai rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Kaunakakai vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Kaunakakai. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find a vacation rental in Kaunakakai?

Yes, there are vacation rentals near the most popular sights in Kaunakakai, or you can go with a more remote option if you'd like a relaxing place to stay. Travelers who like culture and the arts say Kaunakakai is known for its live music and entertainment venues. Allow lots of time to check out the beaches and bars during your visit.

What are some of the best vacation rentals that Kaunakakai has to offer?

The #1 Luxury OCEAN FRONT Mansion! Sleeps 32: This vacation home rental outside of Kaunakakai 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 11 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

How many vacation rentals are there in Kaunakakai?

With 3 Expedia vacation rentals, you're sure to find just the right place for your Kaunakakai stay.

What can I see and do in Kaunakakai?

Molokai Harbor and Kapuaiwa Coconut Grove are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Kaunakakai Wharf and Moloka'i Beaches.

What are vacation rentals like in Kaunakakai?

Vacation rentals are privately owned accommodations you can reserve for several days or longer in Kaunakakai. Vacation rentals offer extras like laundry facilities and kitchens so you'll feel just like you're at home. If you're concerned about cleanliness, a vacation rental can offer a sense of security away from public hotel elevators and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great choice for a small group gathering.

Recent reviews of Kaunakakai properties
Expedia verified reviews