Photo by Travel Rocks our World

Kaunakakai Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

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
9.4 out of 10, Exceptional, (28 reviews)
"The condo was very clean and private"
United States
Frank
The price is CA $210
CA $582 total
includes taxes & fees
Nov 10 - Nov 11
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 CA $195
CA $732 total
includes taxes & fees
Nov 8 - Nov 9
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 CA $195
CA $732 total
includes taxes & fees
Nov 11 - Nov 12
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 CA $195
CA $732 total
includes taxes & fees
Nov 9 - Nov 10
Enjoy laid-back Molokai living in this vacation home with a private lanai leading onto the resort’s
A tropical view with a table set with a fruit plate, a dragon fruit, and a mug.

5. Molokai Island Retreat Wavecrest-Ocean Views

Molokai Island Retreat Wavecrest-Ocean Views
Kaunakakai
10.0 out of 10, Exceptional, (20 reviews)
"It was a beautiful stay !!!!Ocean View, clean room, on point communication with our host, Loved our staycation "
United States
Esther-Jean O.
The price is CA $158
CA $456 total
includes taxes & fees
Nov 8 - Nov 9
Molokai Island Retreat Wavecrest-Ocean Views
A resort with multiple buildings, a pool, and solar panels.

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

Ocean Views W/Ground Lanai and Kitchen-Molokai Shores
Kaunakakai
The price is CA $205
CA $745 total
includes taxes & fees
Nov 15 - Nov 16
Ocean Views W/Ground Lanai and Kitchen-Molokai Shores
A resort with multiple buildings, a swimming pool, and palm trees.

7. 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 CA $265
CA $822 total
includes taxes & fees
Nov 8 - Nov 9
Ocean Front Retreat W/Kitchen-Molokai Shores A308
A resort with a pool, palm trees, and a view of the ocean.

8. 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 CA $227
CA $773 total
includes taxes & fees
Nov 8 - Nov 9
Tropical Style w/OF Lanai, Flat Screen, WiFi–#229
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 CA $293
CA $948 total
includes taxes & fees
Nov 8 - Nov 9
2BR Ocean View w/Lanai and Kitchen - Molokai Shores 217
A resort with a pool, palm trees, and a view of the ocean.

10. 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 CA $265
CA $822 total
includes taxes & fees
Nov 10 - Nov 11
Renovated OF W/Lanai and Kitchen - Molokai Shores #332
A resort with multiple buildings, a swimming pool, and a view of the ocean.

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

At Ocean's Edge w/Lanai, WiFi, Cable TV-#202
Kaunakakai
The price is CA $234
CA $783 total
includes taxes & fees
Nov 8 - Nov 9
At Ocean's Edge w/Lanai, WiFi, Cable TV-#202
A tropical resort with a pool, palm trees, and a view of the ocean.

12. 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 CA $201
CA $740 total
includes taxes & fees
Nov 11 - Nov 12
Bright Ocean View w/Lanai, Cable-TV, and WiFi–#220
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, (35 reviews)
"nice place to stay"
United States
Kevin
The price is CA $241
CA $791 total
includes taxes & fees
Nov 8 - Nov 9
Modern Oceanfront W/Lanai and WiFi–Molokai Shores
A well-maintained lawn with palm trees and outdoor seating areas, overlooking a body of water.

14. COCONUT COVE CONDO–Molokai Shores 303

COCONUT COVE CONDO–Molokai Shores 303
Kaunakakai
9.0 out of 10, Wonderful, (28 reviews)
"Great place. Easy to rent and enjoy"
United States
Chris R.
The price is CA $210
CA $501 total
includes taxes & fees
Nov 8 - Nov 9
COCONUT COVE CONDO–Molokai Shores 303
A balcony with a wooden table and chairs, overlooking a lawn with palm trees and a view of the ocean.

15. 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 CA $293
CA $948 total
includes taxes & fees
Nov 11 - Nov 12
2BR Ocean Views W/Large Lanai - Molokai Shores
A resort with a pool, palm trees, and a view of the ocean.

16. 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 CA $227
CA $773 total
includes taxes & fees
Nov 8 - Nov 9
Ocean Bliss W/Lanai, Kitchen and Fans–Molokai Shores
A resort with a pool, palm trees, and a view of the ocean.

17. 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)
"Great location, clean, and supplied with all we needed. We appreciated obvious care of condo. The photos online were exactly as we found it."
United States
Cheryl S.
The price is CA $230
CA $776 total
includes taxes & fees
Nov 8 - Nov 9
Modern Hawaii Style w/Kitchen, WiFi, Lanai–#205
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 CA $214
CA $758 total
includes taxes & fees
Nov 8 - Nov 9
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 CA $265
CA $789 total
includes taxes & fees
Nov 17 - Nov 18
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 CA $293
CA $948 total
includes taxes & fees
Nov 8 - Nov 9
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.
View all properties

Find vacation rentals that suit your style

Condo image
Condos
Condos
apart-hotel image
Aparthotels
Aparthotels

Top Kaunakakai Hotel Reviews

A resort with a large pool, palm trees, and a view of the ocean.
Hilton Vacation Club Ka'anapali Beach Maui

Hilton Vacation Club Ka'anapali Beach Maui

Hilton Vacation Club Ka'anapali Beach Maui
Kaanapali

10/10 Excellent

Really enjoyed our stay here.
Canada
Rosaleen
Reviewed February 23, 2025
Hilton Vacation Club Ka'anapali Beach Maui

Find out more about Kaunakakai

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, cottages, cabins, villas... 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 months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Kaunakakai vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Kaunakakai vacation rentals we have selected for you start as low as CA $194 per night. Entering your travel dates in the search wizard 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?

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.