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Hoolehua Vacation Rentals

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Our top choices for Hoolehua vacation rentals

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.
The price is CA $156
CA $539 total
includes taxes & fees
Oct 26 - Oct 27
sweet escape - Moloka'i living

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

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.
The price is CA $197
CA $767 total
includes taxes & fees
Oct 20 - Oct 21
Tropical Ocean View w/Lanai, WiFi, Cable TV-#212

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.
The price is CA $116
CA $669 total
includes taxes & fees
Oct 20 - Oct 21
Molokai Paniolo Hale Oasis: Private Beach, Pool

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

Oceanfront Condo w/ Loft & Pool at Kepuhi Beach
Maui County
The price is CA $144
CA $541 total
includes taxes & fees
Oct 20 - Oct 21
Oceanfront Condo w/ Loft & Pool at Kepuhi Beach

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.
The price is CA $197
CA $774 total
includes taxes & fees
Oct 29 - Oct 30
Modern Hawaii w/Lanai, Cable TV, WiFi-#221

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.
The price is CA $191
CA $586 total
includes taxes & fees
Oct 31 - Nov 1
Ke Nani Kai Unit 156- More Molokai

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
The price is CA $197
CA $774 total
includes taxes & fees
Oct 22 - Oct 23
Enjoy laid-back Molokai living in this vacation home with a private lanai leading onto the resort’s

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.
The price is CA $267
CA $868 total
includes taxes & fees
Oct 24 - Oct 25
Ocean Front Retreat W/Kitchen-Molokai Shores A308

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

Ocean Views W/Ground Lanai and Kitchen-Molokai Shores
Kaunakakai
The price is CA $206
CA $787 total
includes taxes & fees
Oct 22 - Oct 23
Ocean Views W/Ground Lanai and Kitchen-Molokai Shores

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 $236
CA $827 total
includes taxes & fees
Oct 22 - Oct 23
At Ocean's Edge w/Lanai, WiFi, Cable TV-#202

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.
The price is CA $229
CA $817 total
includes taxes & fees
Oct 21 - Oct 22
Tropical Style w/OF Lanai, Flat Screen, WiFi–#229

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.
The price is CA $267
CA $868 total
includes taxes & fees
Oct 25 - Oct 26
Renovated OF W/Lanai and Kitchen - Molokai Shores #332

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
The price is CA $296
CA $1,001 total
includes taxes & fees
Oct 24 - Oct 25
2BR Ocean View w/Lanai and Kitchen - Molokai Shores 217

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 $296
CA $1,001 total
includes taxes & fees
Oct 24 - Oct 25
2BR Ocean Views W/Large Lanai - Molokai Shores

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.
The price is CA $212
CA $525 total
includes taxes & fees
Oct 20 - Oct 21
COCONUT COVE CONDO–Molokai Shores 303

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
The price is CA $243
CA $835 total
includes taxes & fees
Oct 21 - Oct 22
Modern Oceanfront W/Lanai and WiFi–Molokai Shores

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.
The price is CA $232
CA $820 total
includes taxes & fees
Oct 24 - Oct 25
Modern Hawaii Style w/Kitchen, WiFi, Lanai–#205

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.
The price is CA $202
CA $781 total
includes taxes & fees
Oct 23 - Oct 24
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

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 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.