A calm lake with tall palm trees and dense greenery along the shore.

Kaunakakai Vacation Rentals

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Kaunakakai vacation rentals

A sunset view with palm trees and a pool area.

1. sweet escape - Moloka'i living

sweet escape - Moloka'i living
Kaunakakai
9.6 out of 10, Exceptional, (27 reviews)
"The condo was very clean and private"
United States
Frank
The price is ￥17,380
￥59,577 total
includes taxes & fees
Oct 11 - Oct 12
sweet escape - Moloka'i living
A serene outdoor area with a grassy lawn, palm trees, and a view of the water.

2. Tropical Ocean View w/Lanai, WiFi, Cable TV-#212

Tropical Ocean View w/Lanai, WiFi, Cable TV-#212
KAUNAKAKAI
8.6 out of 10, Excellent, (9 reviews)
"Mahalo for opening your home to us, we had a great stay!"
United States
Malia H.
The price is ￥21,962
￥85,317 total
includes taxes & fees
Oct 19 - Oct 20
Tropical Ocean View w/Lanai, WiFi, Cable TV-#212
A serene outdoor seating area with palm trees, a wooden bench, and a view of the water.

3. Modern Hawaii w/Lanai, Cable TV, WiFi-#221

Modern Hawaii w/Lanai, Cable TV, WiFi-#221
Kaunakakai
8.0 out of 10, Very good, (3 reviews)
"Staff excellent Amenities satisfactory. Would stay again on the next work visit"
United States
Anthony D.
The price is ￥21,962
￥85,317 total
includes taxes & fees
Oct 22 - Oct 23
Modern Hawaii w/Lanai, Cable TV, WiFi-#221
A resort with multiple buildings, a pool, and solar panels.

4. Enjoy laid-back Molokai living in this vacation home with a private lanai leading onto the resort’s

Enjoy laid-back Molokai living in this vacation home with a private lanai leading onto the resort’s
Kaunakakai
The price is ￥21,962
￥86,475 total
includes taxes & fees
Oct 13 - Oct 14
Enjoy laid-back Molokai living in this vacation home with a private lanai leading onto the resort’s
A resort with a pool, palm trees, and a view of the ocean.

5. Tropical Style w/OF Lanai, Flat Screen, WiFi–#229

Tropical Style w/OF Lanai, Flat Screen, WiFi–#229
KAUNAKAKAI
7.0 out of 10, Good, (8 reviews)
"This is a nice place well kept."
United States
Teresa F.
The price is ￥25,624
￥90,161 total
includes taxes & fees
Oct 19 - Oct 20
Tropical Style w/OF Lanai, Flat Screen, WiFi–#229
A resort with multiple buildings, a swimming pool, and palm trees.

6. Ocean Front Retreat W/Kitchen-Molokai Shores A308

Ocean Front Retreat W/Kitchen-Molokai Shores A308
Kaunakakai
8.0 out of 10, Very good, (3 reviews)
"Very nice stay!"
United States
Stephanie D.
The price is ￥29,862
￥97,010 total
includes taxes & fees
Oct 17 - Oct 18
Ocean Front Retreat W/Kitchen-Molokai Shores A308
A resort with multiple buildings, a pool, and solar panels.

7. Ocean Views W/Ground Lanai and Kitchen-Molokai Shores

Ocean Views W/Ground Lanai and Kitchen-Molokai Shores
Kaunakakai
The price is ￥23,060
￥86,785 total
includes taxes & fees
Oct 12 - Oct 13
Ocean Views W/Ground Lanai and Kitchen-Molokai Shores
A resort with a pool, palm trees, and a view of the ocean.

8. Renovated OF W/Lanai and Kitchen - Molokai Shores #332

Renovated OF W/Lanai and Kitchen - Molokai Shores #332
Kaunakakai
8.4 out of 10, Very good, (6 reviews)
"Nice condo with everything my family needed for a stay."
United States
Henry A W.
The price is ￥29,862
￥95,852 total
includes taxes & fees
Oct 13 - Oct 14
Renovated OF W/Lanai and Kitchen - Molokai Shores #332
A resort with multiple buildings, a swimming pool, and a view of the ocean.

9. 2BR Ocean View w/Lanai and Kitchen - Molokai Shores 217

2BR Ocean View w/Lanai and Kitchen - Molokai Shores 217
Kaunakakai
8.6 out of 10, Excellent, (13 reviews)
"Place was quite comfortable and great layout. We stayed at Hotel Molokai prior trip and would highly reccomend this place over Hotel Molokai. "
United States
Ryan
The price is ￥33,022
￥110,470 total
includes taxes & fees
Oct 21 - Oct 22
2BR Ocean View w/Lanai and Kitchen - Molokai Shores 217
A resort with multiple buildings, a swimming pool, and a view of the ocean.

10. At Ocean's Edge w/Lanai, WiFi, Cable TV-#202

At Ocean's Edge w/Lanai, WiFi, Cable TV-#202
Kaunakakai
The price is ￥26,378
￥92,378 total
includes taxes & fees
Oct 13 - Oct 14
At Ocean's Edge w/Lanai, WiFi, Cable TV-#202
A tropical view with a table set with a fruit plate, a dragon fruit, and a mug.

11. Molokai Island Retreat Wavecrest-Ocean Views

Molokai Island Retreat Wavecrest-Ocean Views
Kaunakakai
10.0 out of 10, Exceptional, (20 reviews)
"Great place"
United States
PATRICK C.
The price is ￥16,424
￥47,907 total
includes taxes & fees
Oct 13 - Oct 14
Molokai Island Retreat Wavecrest-Ocean Views
A balcony with a wooden table and chairs, overlooking a lawn with palm trees and a view of the ocean.

12. 2BR Ocean Views W/Large Lanai - Molokai Shores

2BR Ocean Views W/Large Lanai - Molokai Shores
Kaunakakai
7.8 out of 10, Good, (13 reviews)
"The host was fantastic. Good response time with questions. Property was very well taken care of. Beautiful views of the ocean. Very clean, we had a great stay in Molokai. "
United States
Michael M.
The price is ￥33,022
￥110,305 total
includes taxes & fees
Nov 1 - Nov 2
2BR Ocean Views W/Large Lanai - Molokai Shores
A resort with a pool, palm trees, and a view of the ocean.

13. Modern Oceanfront W/Lanai and WiFi–Molokai Shores

Modern Oceanfront W/Lanai and WiFi–Molokai Shores
KAUNAKAKAI
9.0 out of 10, Wonderful, (34 reviews)
"nice place to stay"
United States
Kevin
The price is ￥27,132
￥92,282 total
includes taxes & fees
Oct 12 - Oct 13
Modern Oceanfront W/Lanai and WiFi–Molokai Shores
A tropical resort with a pool, palm trees, and a view of the ocean.

14. Bright Ocean View w/Lanai, Cable-TV, and WiFi–#220

Bright Ocean View w/Lanai, Cable-TV, and WiFi–#220
KAUNAKAKAI
7.8 out of 10, Good, (6 reviews)
"Mahalo for a great stay!"
United States
Malia H.
The price is ￥22,621
￥86,265 total
includes taxes & fees
Oct 12 - Oct 13
Bright Ocean View w/Lanai, Cable-TV, and WiFi–#220
A resort with a pool, palm trees, and a view of the ocean.

15. Modern Hawaii Style w/Kitchen, WiFi, Lanai–#205

Modern Hawaii Style w/Kitchen, WiFi, Lanai–#205
KAUNAKAKAI
9.0 out of 10, Wonderful, (18 reviews)
"This unit has a beautiful view in a great location but could use a little updating. "
United States
Bonnie P.
The price is ￥25,876
￥90,457 total
includes taxes & fees
Nov 1 - Nov 2
Modern Hawaii Style w/Kitchen, WiFi, Lanai–#205
A well-maintained lawn with palm trees and outdoor seating areas, overlooking a body of water.

16. COCONUT COVE CONDO–Molokai Shores 303

COCONUT COVE CONDO–Molokai Shores 303
Kaunakakai
9.0 out of 10, Wonderful, (27 reviews)
"The condo kitchen is well equipped, and the place is well located and comfortable. The host is very helpful. I would definitely want to rent from them again. "
United States
Mary C.
The price is ￥23,700
￥58,476 total
includes taxes & fees
Oct 21 - Oct 22
COCONUT COVE CONDO–Molokai Shores 303
A resort with a pool, palm trees, and a view of the ocean.

17. Ocean Bliss W/Lanai, Kitchen and Fans–Molokai Shores

Ocean Bliss W/Lanai, Kitchen and Fans–Molokai Shores
KAUNAKAKAI
8.0 out of 10, Very good, (4 reviews)
"We loved this place and will be back. If there could be some cleaning supplies in the rental it would be nice. Also a tea kettle"
United States
Of Mind a.
The price is ￥25,624
￥90,161 total
includes taxes & fees
Oct 13 - Oct 14
Ocean Bliss W/Lanai, Kitchen and Fans–Molokai Shores
A resort with multiple buildings, a swimming pool, and a view of the ocean.

18. Ocean Views W/Ground Lanai and Fans-Molokai Shores

Ocean Views W/Ground Lanai and Fans-Molokai Shores
KAUNAKAKAI
7.0 out of 10, Good, (2 reviews)
"Molokai Shores is a great place to stay on Molokai, and I've stayed there a handful of times. However, this unit seemed like it had been neglected. The floors were very dirty, the chair upholstery was visibly dirty, and the kitchen cupboards had German roaches. The unit is close to the parking lot and office, but isn't one with a view, which was ok. I think with a very thorough cleaning and perhaps some updating, the unit could be more inviting. However, suited my needs for a quick work trip."
United States
Dawn M.
The price is ￥24,158
￥88,254 total
includes taxes & fees
Oct 13 - Oct 14
Ocean Views W/Ground Lanai and Fans-Molokai Shores
A resort with a pool, palm trees, and a view of the ocean.

19. 2-Level OF W/Lanai, WiFi and Kitchen–Molokai Shores

2-Level OF W/Lanai, WiFi and Kitchen–Molokai Shores
KAUNAKAKAI
8.4 out of 10, Very good, (6 reviews)
"Nice, simple, clean place to stay. Location was perfection. Not brand new facilities by any means, but comfortable and quiet."
United States
Malofou M.
The price is ￥29,862
￥95,852 total
includes taxes & fees
Oct 11 - Oct 12
2-Level OF W/Lanai, WiFi and Kitchen–Molokai Shores
A resort with a pool, palm trees, and a view of the ocean.

20. Island Inspired w/Loft, Large Lanai, Kitchen #334

Island Inspired w/Loft, Large Lanai, Kitchen #334
KAUNAKAKAI
7.8 out of 10, Good, (23 reviews)
"Stayed for a week and the property was well maintained, nice pool and great location."
United States
Eddie A.
The price is ￥33,022
￥110,470 total
includes taxes & fees
Oct 21 - Oct 22
Island Inspired w/Loft, Large Lanai, Kitchen #334
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

Aston Kaanapali Shores

Aston Kaanapali Shores

10/10 Excellent
"Everything was amazing. We were upgraded to an ocean front suit upon arrival. The property is easily accessible and close to several good restaurants. The staff was always accommodating and professional. The only thing that went wrong (by no fault of the resort). We were without power for the first day and a half due to an incident on the island. This is the second time I’ve stayed at this resort and would do it again without hesitation. We really enjoyed our stay this time!"
Rod Allan 5-night trip
Posted 7 hours ago
Aston Kaanapali Shores

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?

Legendary Estate 50 Steps to Maui’s Best Beach! New! 5 Bedroom, Pool With Slide!: 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 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a garden.

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 Kapuaiwa Coconut Grove and Waikolu Lookout.

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.