Kaunakakai Vacation Rentals

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Vacation Rentals in Kaunakakai

Castle at Moloka'i Shores

3.0 star property
7.2 out of 10, Good, (166)
"No AC - was HOT Staff very friendly "
Castle at Moloka'i Shores

MOLOKAI ISLAND Two Bedroom Oceanfront Top End Unit!

9.6 out of 10, Exceptional, (161)
"Property was great with an amazing view!"
MOLOKAI ISLAND Two Bedroom Oceanfront Top End Unit!

Aston Kaanapali Shores

3.5 star property
8.6 out of 10, Excellent, (3686)
"Great area and great place to stay"
The price is ¥24,702
¥33,488 total
includes taxes & fees
Sep 21 - Sep 22
Aston Kaanapali Shores

Aston Maui Kaanapali Villas

3.0 star property
8.8 out of 10, Excellent, (2448)
"Great place! Room was a good size, very clean spacious, full kitchen, nice staff. We enjoyed our stay! "
The price is ¥21,315
¥38,172 total
includes taxes & fees
Sep 27 - Sep 28
Aston Maui Kaanapali Villas

Mahana at Kaanapali, Spectacular Oceanfront, Amazing Sunsets & Sea Life Unit1014

10.0 out of 10, Exceptional, (263)
"Great location for whale watching, comfortable condo with well equipped kitchen, easy check in and check out"
The price is ¥58,243
¥119,015 total
includes taxes & fees
Sep 17 - Sep 18
Mahana at Kaanapali, Spectacular Oceanfront, Amazing Sunsets & Sea Life Unit1014

The Whaler Resort Kaanapali Beach

4.0 star property
9.6 out of 10, Exceptional, (222)
"Location was excellent "
The price is ¥32,893
¥94,961 total
includes taxes & fees
Aug 29 - Aug 30
The Whaler Resort Kaanapali Beach

Napili Shores Maui by OUTRIGGER

3.0 star property
9.0 out of 10, Wonderful, (1652)
"Check-in was easy, the staff were very friendly and helpful. The room was clean and comfortable. Great place to stay."
The price is ¥36,979
¥43,621 total
includes taxes & fees
Sep 11 - Sep 12
Napili Shores Maui by OUTRIGGER

OUTRIGGER Honua Kai Resort & Spa

4.0 star property
8.8 out of 10, Excellent, (2826)
"Beautiful resort! "
The price is ¥51,091
¥127,930 total
includes taxes & fees
Sep 5 - Sep 6
OUTRIGGER Honua Kai Resort & Spa

Aston at The Whaler on Kaanapali Beach

4.0 star property
9.2 out of 10, Wonderful, (1483)
"It was a nice place to stay"
Aston at The Whaler on Kaanapali Beach

AEI at Kaanapali Shores

4.0 star property
8.8 out of 10, Excellent, (426)
"Was an absolute beautiful place! "
AEI at Kaanapali Shores

Aston at Papakea Resort

3.0 star property
8.2 out of 10, Very Good, (1381)
"A208 was terrific. We loved the view and the sound of ocean and accessibility to the beach. Would love to see a few more hooks in place to hang towels and some written information about sites and where to go etc. - like a welcome notebook "
Aston at Papakea Resort

Kahana Falls Maui by VRI Americas

3.5 star property
8.0 out of 10, Very Good, (911)
"Great Aloha spirit and a great location and pool."
Kahana Falls Maui by VRI Americas

#1 Luxury BEACHFRONT! Pickleball, Sand Volleyball, 2 Gyms, Pool

2.0 star property
10.0 out of 10, Exceptional, (11)
"We had an amazing vacation with our kids and grandkids. We have already booked again for next year"
#1 Luxury BEACHFRONT! Pickleball, Sand Volleyball, 2 Gyms, Pool

The Westin Ka'anapali Ocean Resort Villas

4.0 star property
8.6 out of 10, Excellent, (1113)
"The resort was beautiful. The hospitality in all seas was top notch. "
The price is ¥65,830
¥77,654 total
includes taxes & fees
Sep 10 - Sep 11
The Westin Ka'anapali Ocean Resort Villas

Aston Mahana at Kaanapali

3.5 star property
9.0 out of 10, Wonderful, (1643)
"Beautiful location "
Aston Mahana at Kaanapali

Kapalua Villas Maui

4.0 star property
8.8 out of 10, Excellent, (952)
"The view of the ocean was great and I was happy just to be there. It was old and a little poorly built, windows or doors were hard to open, etc. Some renovated parts were comfortable. The dryer was broken, which was inconvenient, but housekeeping provided new towels daily and offered to do laundry for free. Cooking utensils were very well stocked"
The price is ¥35,978
¥120,531 total
includes taxes & fees
Sep 27 - Sep 28
Kapalua Villas Maui

The Westin Nanea Ocean Villas, Ka'anapali

4.0 star property
9.2 out of 10, Wonderful, (466)
"Very nice place to stay"
The price is ¥70,572
¥83,248 total
includes taxes & fees
Sep 18 - Sep 19
The Westin Nanea Ocean Villas, Ka'anapali

Kaanapali Alii

4.0 star property
9.6 out of 10, Exceptional, (934)
"Great place"
Kaanapali Alii

Kahana Beach Vacation Club

3.0 star property
8.4 out of 10, Very Good, (705)
"Great price and beautiful views from room"
Kahana Beach Vacation Club

Marriott's Maui Ocean Club - Lahaina & Napili Towers

4.0 star property
8.8 out of 10, Excellent, (191)
"It was a great place to spend a vacation for the whole family. "
The price is ¥65,830
¥77,654 total
includes taxes & fees
Sep 10 - Sep 11
Marriott's Maui Ocean Club - Lahaina & Napili Towers
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.
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Top Kaunakakai Hotel Reviews

Find out more about Kaunakakai

Find out more about Kaunakakai

Search for holiday rentals in Kaunakakai on Expedia! You can easily find your home rentals, villas, holiday apartments in Kaunakakai using one of the methods below:

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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?

Spectacular Sunset and Ocean Views with Pool & Hotbub near Kaanapali Beach: This vacation home rental outside of Kaunakakai is located in the city center and has an outdoor pool, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

How many vacation rentals are there in Kaunakakai?

With 37 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 Moloka'i Beaches are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Halawa Bay Beach and Kapuaiwa Coconut Grove.

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.