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Hoolehua Vacation Rentals

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Hoolehua 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)
"Melorine's unit was great: clean, efficient, it had everything we needed. Staying at Molokai Shores is not only convenient (close to town and central to both the East end and the West end of Molokai) but also right on the water. The pool is lovely. The grounds are well kept. We look forward to another visit."
United States
George G.
$322 nightly
The price is $377
Oct 26 - Oct 27
Total with taxes and fees
sweet escape - Moloka'i living
Pool

2. Ocean Front-Unobstructed Views- Beautiful Upgraded Condo

Ocean Front-Unobstructed Views- Beautiful Upgraded Condo
Maunaloa
9.8 out of 10, Exceptional, (87 reviews)
"Great location. Newly remodeled. Was clean and great condition."
United States
Tristan
Ocean Front-Unobstructed Views- Beautiful Upgraded Condo
A serene outdoor area with a grassy lawn, palm trees, and a view of the water.

3. 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.
$465 nightly
The price is $544
Oct 20 - Oct 21
Total with taxes and fees
Tropical Ocean View w/Lanai, WiFi, Cable TV-#212
An aerial view of a coastal landscape with a curving beach, clear blue waters, and surrounding greenery.

4. Molokai Paniolo Hale Oasis: Private Beach, Pool

Molokai Paniolo Hale Oasis: Private Beach, Pool
Maunaloa
10.0 out of 10, Exceptional, (2 reviews)
"Great experience and room."
United States
Jake D.
$402 nightly
The price is $470
Oct 20 - Oct 21
Total with taxes and fees
Molokai Paniolo Hale Oasis: Private Beach, Pool
A grassy area with palm trees and a building with a sloped roof.

5. Oceanfront Condo w/ Loft & Pool at Kepuhi Beach

Oceanfront Condo w/ Loft & Pool at Kepuhi Beach
Maui County
$324 nightly
The price is $380
Oct 20 - Oct 21
Total with taxes and fees
Oceanfront Condo w/ Loft & Pool at Kepuhi Beach
A serene outdoor seating area with palm trees, a wooden bench, and a view of the water.

6. 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.
$461 nightly
The price is $540
Oct 29 - Oct 30
Total with taxes and fees
Modern Hawaii w/Lanai, Cable TV, WiFi-#221
A coastal beach with rocky shoreline, sandy beach, and houses in the background.

7. Ke Nani Kai Unit 156- More Molokai

Ke Nani Kai Unit 156- More Molokai
Maunaloa
9.0 out of 10, Wonderful, (65 reviews)
"The condo was perfect for me and my family. Host Debbie was awesome with easy check in and communication. It was clean and ready for us with everything we needed. We will definitely be staying in this room first opposition if available when we come back!!"
United States
Tiari H.
$348 nightly
The price is $408
Oct 31 - Nov 1
Total with taxes and fees
Ke Nani Kai Unit 156- More Molokai
A resort with multiple buildings, a pool, and solar panels.

8. 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
$468 nightly
The price is $547
Oct 22 - Oct 23
Total with taxes and fees
Enjoy laid-back Molokai living in this vacation home with a private lanai leading onto the resort’s
A resort with multiple buildings, a swimming pool, and palm trees.

9. 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.
$525 nightly
The price is $614
Oct 24 - Oct 25
Total with taxes and fees
Ocean Front Retreat W/Kitchen-Molokai Shores A308
A resort with multiple buildings, a pool, and solar panels.

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

Ocean Views W/Ground Lanai and Kitchen-Molokai Shores
Kaunakakai
$469 nightly
The price is $549
Oct 22 - Oct 23
Total with taxes and fees
Ocean Views W/Ground Lanai and Kitchen-Molokai Shores
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
$500 nightly
The price is $585
Oct 23 - Oct 24
Total with taxes and fees
At Ocean's Edge w/Lanai, WiFi, Cable TV-#202
A resort with a pool, palm trees, and a view of the ocean.

12. 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.
$487 nightly
The price is $571
Oct 21 - Oct 22
Total with taxes and fees
Tropical Style w/OF Lanai, Flat Screen, WiFi–#229
A resort with a pool, palm trees, and a view of the ocean.

13. 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.
$518 nightly
The price is $607
Oct 25 - Oct 26
Total with taxes and fees
Renovated OF W/Lanai and Kitchen - Molokai Shores #332
A resort with multiple buildings, a swimming pool, and a view of the ocean.

14. 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
$597 nightly
The price is $699
Oct 24 - Oct 25
Total with taxes and fees
2BR Ocean View w/Lanai and Kitchen - Molokai Shores 217
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.
$605 nightly
The price is $708
Oct 24 - Oct 25
Total with taxes and fees
2BR Ocean Views W/Large Lanai - Molokai Shores
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, (28 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.
$316 nightly
The price is $370
Oct 20 - Oct 21
Total with taxes and fees
COCONUT COVE CONDO–Molokai Shores 303
A resort with a pool, palm trees, and a view of the ocean.

17. 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
$499 nightly
The price is $584
Oct 21 - Oct 22
Total with taxes and fees
Modern Oceanfront W/Lanai and WiFi–Molokai Shores
A resort with a pool, palm trees, and a view of the ocean.

18. 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.
$490 nightly
The price is $574
Oct 24 - Oct 25
Total with taxes and fees
Modern Hawaii Style w/Kitchen, WiFi, Lanai–#205
A tropical resort with a pool, palm trees, and a view of the ocean.

19. 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.
$466 nightly
The price is $546
Oct 23 - Oct 24
Total with taxes and fees
Bright Ocean View w/Lanai, Cable-TV, and WiFi–#220
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

COCONUT COVE CONDO–Molokai Shores 303

COCONUT COVE CONDO–Molokai Shores 303

10/10 Excellent
"I was worried when the bedroom fan wasn’t working but found stand up fans on the balcony for us to use. Mahalo for allowing us to set there."
Tricia B. 2-night trip
Posted 6 days ago
COCONUT COVE CONDO–Molokai Shores 303

Find out more about Hoolehua

Everything you need to know about Hoolehua 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 Hoolehua 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 Hoolehua vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Hoolehua vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Hoolehua. 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 Hoolehua 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 $370 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 Hoolehua rentals

At Expedia, we put the best Hoolehua 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 Hoolehua 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 Hoolehua 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 Hoolehua. 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 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 Moloka'i Beaches 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.