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Halena Holiday Rentals

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Our top choices for Halena holiday rentals

1. Efficiency

Efficiency
Maunaloa
8.8 out of 10, Excellent, (11 reviews)
"I enjoyed my stay in the condo- it was small yet had everything I needed and the best thing it offered the best view of the sunset on the island!"
United States
Sabina B.
The price is NZ$468
includes taxes & fees
21 Sept - 22 Sept
Efficiency

2. 1-bedroom condo in Maunaloa, just 10 minutes from the beach

1-bedroom condo in Maunaloa, just 10 minutes from the beach
Maunaloa
10.0 out of 10, Exceptional, (1 review)
"Clean, relaxing, and enjoyable area in molokai. We will be booking here most often. "
United States
Kehaulani A.
The price is NZ$553
includes taxes & fees
21 Sept - 22 Sept
1-bedroom condo in Maunaloa, just 10 minutes from the beach

3. Ocean Front-Unobstructed Views- Beautiful Upgraded Condo

Ocean Front-Unobstructed Views- Beautiful Upgraded Condo
Maunaloa
9.8 out of 10, Exceptional, (86 reviews)
"Great location. Newly remodeled. Was clean and great condition."
United States
Tristan
The price is NZ$580
includes taxes & fees
22 Sept - 23 Sept
Ocean Front-Unobstructed Views- Beautiful Upgraded Condo

4. Molokai Paniolo Hale Oasis: Private Beach, Pool

Molokai Paniolo Hale Oasis: Private Beach, Pool
Maunaloa
10.0 out of 10, Exceptional, (1 review)
Molokai Paniolo Hale Oasis: Private Beach, Pool

5. Ke Nani Kai Unit 156- More Molokai

Ke Nani Kai Unit 156- More Molokai
Maunaloa
9.0 out of 10, Wonderful, (65 reviews)
"We had a blast. Better than the pictures. "
United States
Lisa W.
The price is NZ$716
includes taxes & fees
22 Sept - 23 Sept
Ke Nani Kai Unit 156- More Molokai

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

Oceanfront Condo w/ Loft & Pool at Kepuhi Beach
Maui County
The price is NZ$677
includes taxes & fees
21 Sept - 22 Sept
Oceanfront Condo w/ Loft & Pool at Kepuhi Beach

7. Tranquility on West Moloka'i

Tranquility on West Moloka'i
Maunaloa
9.4 out of 10, Exceptional, (17 reviews)
"Host was very responsive, unit was very clean. Would stay here again."
United States
Shainna E.
The price is NZ$641
includes taxes & fees
21 Sept - 22 Sept
Tranquility on West Moloka'i

8. 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 NZ$642
includes taxes & fees
21 Sept - 22 Sept
sweet escape - Moloka'i living

9. 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 NZ$922
includes taxes & fees
21 Sept - 22 Sept
Tropical Ocean View w/Lanai, WiFi, Cable TV-#212

10. 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 NZ$1,035
includes taxes & fees
21 Sept - 22 Sept
Ocean Front Retreat W/Kitchen-Molokai Shores A308

11. 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 NZ$945
includes taxes & fees
27 Sept - 28 Sept
Modern Hawaii w/Lanai, Cable TV, WiFi-#221

12. 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 NZ$922
includes taxes & fees
21 Sept - 22 Sept
Enjoy laid-back Molokai living in this vacation home with a private lanai leading onto the resort’s

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

Ocean Views W/Ground Lanai and Kitchen-Molokai Shores
Kaunakakai
The price is NZ$938
includes taxes & fees
21 Sept - 22 Sept
Ocean Views W/Ground Lanai and Kitchen-Molokai Shores

14. 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 NZ$970
includes taxes & fees
30 Sept - 1 Oct
Tropical Style w/OF Lanai, Flat Screen, WiFi–#229

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

At Ocean's Edge w/Lanai, WiFi, Cable TV-#202
Kaunakakai
The price is NZ$985
includes taxes & fees
22 Sept - 23 Sept
At Ocean's Edge w/Lanai, WiFi, Cable TV-#202

16. 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 NZ$1,224
includes taxes & fees
27 Sept - 28 Sept
2BR Ocean View w/Lanai and Kitchen - Molokai Shores 217

17. 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 NZ$1,035
includes taxes & fees
21 Sept - 22 Sept
Renovated OF W/Lanai and Kitchen - Molokai Shores #332

18. COCONUT COVE CONDO–Molokai Shores 303

COCONUT COVE CONDO–Molokai Shores 303
Kaunakakai
9.0 out of 10, Wonderful, (26 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 NZ$630
includes taxes & fees
22 Sept - 23 Sept
COCONUT COVE CONDO–Molokai Shores 303

19. 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 NZ$1,213
includes taxes & fees
27 Sept - 28 Sept
2BR Ocean Views W/Large Lanai - Molokai Shores

20. 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 NZ$977
includes taxes & fees
21 Sept - 22 Sept
Modern Hawaii Style w/Kitchen, WiFi, Lanai–#205
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 Halena Hotel Reviews

Find out more about Halena

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Halena holiday 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. 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 holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Halena. 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 Halena. Seeing all the best attractions is bound to make you fall in love with Halena. Who knows, you may even be tempted to extend your 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 holiday 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 Halena short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in Halena?

Yes, there are holiday rentals close to the most popular sights in Halena, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Halena has to offer?

Molokai Oceanfront large beautiful home - Gorgeous secluded beaches out front!: This holiday home rental outside of Halena is located on the beach, and has an outdoor pool, a balcony and a BBQ 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 that you can cook with friends or family. You can relax into your holiday with a garden and a selection of books.

What’s there to see and do in Halena?

Explore the area and family-friendly sights such as Coffees of Hawaii Plantation Store, or get out into nature at a spot like Papohaku Beach. In the wider area, you’ll find Kepuhi Beach and Moloka'i Beaches.

What’s a holiday rental in Halena like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Halena. Holiday rentals offer amenities such as kitchens and laundry facilities so you'll have everything you need. If you're concerned about a clean environment, a holiday rental can provide a sense of security away from public hotel lifts and lobbies packed with people while still allowing you to travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great choice for a family trip.