Hoolehua Vacation Rentals

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Our top choices for Hoolehua vacation rentals

Ocean view condo with shaded lana'i, WiFi & shared pool, tennis, grills, cabana

Ocean view condo with shaded lana'i, WiFi & shared pool, tennis, grills, cabana
Kaunakakai
9.6 out of 10, Exceptional, (8 reviews)
"I love that the property is a little ways from town, and we could venture off to other places, beaches nearby."
United States
Summer Lee Y.
The price is CA $156
CA $630 total
includes taxes & fees
Jun 13 - Jun 14
Ocean view condo with shaded lana'i, WiFi & shared pool, tennis, grills, cabana

Molokai Island Retreat Wavecrest- Ocean Views

Molokai Island Retreat Wavecrest- Ocean Views
Kaunakakai
10.0 out of 10, Exceptional, (15 reviews)
"Great place"
United States
PATRICK C.
The price is CA $173
CA $461 total
includes taxes & fees
Jun 4 - Jun 5
Molokai Island Retreat Wavecrest- Ocean Views

sweet escape - Moloka'i living

sweet escape - Moloka'i living
Kaunakakai
9.6 out of 10, Exceptional, (24 reviews)
"The condo was very clean and private"
United States
Frank
The price is CA $125
CA $489 total
includes taxes & fees
Jun 6 - Jun 7
sweet escape - Moloka'i living

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 $289
CA $979 total
includes taxes & fees
Jun 8 - Jun 9
Island Inspired w/Loft, Large Lanai, Kitchen #334

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 $224
CA $797 total
includes taxes & fees
Jun 4 - Jun 5
Tropical Style w/OF Lanai, Flat Screen, WiFi–#229

Ocean Views W/Ground Lanai and Kitchen-Molokai Shores

Ocean Views W/Ground Lanai and Kitchen-Molokai Shores
Kaunakakai
The price is CA $217
CA $786 total
includes taxes & fees
Jun 4 - Jun 5
Ocean Views W/Ground Lanai and Kitchen-Molokai Shores

2BR Ocean Views W/Large Lanai - Molokai Shores

2BR Ocean Views W/Large Lanai - Molokai Shores
Kaunakakai
7.8 out of 10, Good, (12 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 $289
CA $979 total
includes taxes & fees
Jun 4 - Jun 5
2BR Ocean Views W/Large Lanai - Molokai Shores

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 $231
CA $805 total
includes taxes & fees
Jun 4 - Jun 5
At Ocean's Edge w/Lanai, WiFi, Cable TV-#202

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 $262
CA $845 total
includes taxes & fees
Jun 4 - Jun 5
Renovated OF W/Lanai and Kitchen - Molokai Shores #332

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 $234
CA $810 total
includes taxes & fees
Jun 13 - Jun 14
Modern Hawaii w/Lanai, Cable TV, WiFi-#221

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

2BR Ocean View w/Lanai and Kitchen - Molokai Shores 217
Kaunakakai
9.0 out of 10, Wonderful, (12 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 $289
CA $979 total
includes taxes & fees
Jun 4 - Jun 5
2BR Ocean View w/Lanai and Kitchen - Molokai Shores 217

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 $234
CA $810 total
includes taxes & fees
Jun 19 - Jun 20
Enjoy laid-back Molokai living in this vacation home with a private lanai leading onto the resort’s

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 CA $227
CA $800 total
includes taxes & fees
Jun 4 - Jun 5
Modern Hawaii Style w/Kitchen, WiFi, Lanai–#205

COCONUT COVE CONDO–Molokai Shores 303

COCONUT COVE CONDO–Molokai Shores 303
Kaunakakai
8.8 out of 10, Excellent, (22 reviews)
"Clean spacious condo with great amenities."
United States
Matthew A.
The price is CA $208
CA $517 total
includes taxes & fees
Jun 4 - Jun 5
COCONUT COVE CONDO–Molokai Shores 303

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)
"The place was lovely, comfortable, and convenient. The amenities were great, the view stellar, and the administrative staff friendly. "
United States
Lisa Ann L.
The price is CA $238
CA $814 total
includes taxes & fees
Jun 8 - Jun 9
Modern Oceanfront W/Lanai and WiFi–Molokai Shores

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 $212
CA $781 total
includes taxes & fees
Jun 4 - Jun 5
Bright Ocean View w/Lanai, Cable-TV, and WiFi–#220

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 $224
CA $797 total
includes taxes & fees
Jun 4 - Jun 5
Ocean Bliss W/Lanai, Kitchen and Fans–Molokai Shores

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 $257
CA $840 total
includes taxes & fees
Jun 13 - Jun 14
Ocean Views W/Ground Lanai and Fans-Molokai Shores

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 $303
CA $901 total
includes taxes & fees
Jun 13 - Jun 14
2-Level OF W/Lanai, WiFi and Kitchen–Molokai Shores

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 $262
CA $845 total
includes taxes & fees
Jun 8 - Jun 9
Ocean Front Retreat W/Kitchen-Molokai Shores A308
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 Hoolehua Hotel Reviews

Find out more about Hoolehua

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Hoolehua. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a vacation rental in Hoolehua?

Yes, you can find vacation rentals in Hoolehua close to Coffees of Hawaii Plantation Store, or you can choose a more remote option if you'd like a relaxing place to stay.

What are some of the best vacation rentals in Hoolehua?

Aloha Luxe Molokai Beachhouse. Perfect for single, couples, or groups 3bdrm/2bth: This vacation home rental outside of Hoolehua 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 3 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 books.

What can I see and do in Hoolehua?

While exploring the area, visit family-friendly sights like Coffees of Hawaii Plantation Store, or get outside and enjoy nature at Kapuaiwa Coconut Grove. Molokaʻi Museum & Cultural Center and Ironwood Hills Golf Club are a couple of places you'll find in the larger area.

What are vacation rentals like in Hoolehua?

Vacation rentals are private accommodations you can stay in for several days or longer in Hoolehua. Vacation rentals feature extras like kitchens and laundry facilities so you'll be comfy for your stay. If you're concerned about cleanliness, a vacation rental can provide a sense of privacy away from public hotel elevators and busy concierge desks while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive option for small groups.