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Halena Vacation Rentals

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Halena vacation rentals

1. 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
The price is CA $177
CA $480 total
includes taxes & fees
Sep 27 - Sep 28
Ocean Front-Unobstructed Views- Beautiful Upgraded Condo
A pool with a view of the ocean and palm trees.

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 CA $140
CA $450 total
includes taxes & fees
Sep 28 - Sep 29
1-bedroom condo in Maunaloa, just 10 minutes from the beach
A coastal view with a rocky shoreline, palm trees, and a clear sky.

3. 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 CA $57
CA $420 total
includes taxes & fees
Sep 27 - Sep 28
Efficiency
A coastal beach with rocky shoreline, sandy beach, and houses in the background.

4. 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 CA $212
CA $610 total
includes taxes & fees
Oct 15 - Oct 16
Ke Nani Kai Unit 156- More Molokai
A swimming pool surrounded by palm trees and a clear sky.

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

Oceanfront Condo w/ Loft & Pool at Kepuhi Beach
Maui County
The price is CA $152
CA $530 total
includes taxes & fees
Oct 2 - Oct 3
Oceanfront Condo w/ Loft & Pool at Kepuhi Beach
A spacious living area with a large sliding glass door leading to a balcony, a green sofa, a glass coffee table, and a potted plant.

6. 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 CA $222
CA $502 total
includes taxes & fees
Oct 2 - Oct 3
Tranquility on West Moloka'i
A sunset view with palm trees and a pool area.

7. 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 CA $155
CA $533 total
includes taxes & fees
Sep 29 - Sep 30
sweet escape - Moloka'i living
A well-maintained lawn with palm trees and outdoor seating areas, overlooking a body of water.

8. 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 CA $212
CA $523 total
includes taxes & fees
Sep 29 - Sep 30
COCONUT COVE CONDO–Molokai Shores 303
A serene outdoor seating area with palm trees, a wooden bench, and a view of the water.

9. 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 $196
CA $769 total
includes taxes & fees
Oct 2 - Oct 3
Modern Hawaii w/Lanai, Cable TV, WiFi-#221
A resort with multiple buildings, a swimming pool, and palm trees.

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 CA $267
CA $864 total
includes taxes & fees
Sep 27 - Sep 28
Ocean Front Retreat W/Kitchen-Molokai Shores A308
A resort with multiple buildings, a pool, and solar panels.

11. 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 $730 total
includes taxes & fees
Sep 27 - Sep 28
Enjoy laid-back Molokai living in this vacation home with a private lanai leading onto the resort’s
A resort with multiple buildings, a pool, and solar panels.

12. 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 $743 total
includes taxes & fees
Sep 27 - Sep 28
Ocean Views W/Ground Lanai and Kitchen-Molokai Shores
A resort with a pool, palm trees, and a view of the ocean.

13. 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 $812 total
includes taxes & fees
Oct 2 - Oct 3
Tropical Style w/OF Lanai, Flat Screen, WiFi–#229
A serene outdoor area with a grassy lawn, palm trees, and a view of the water.

14. 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 $196
CA $769 total
includes taxes & fees
Oct 2 - Oct 3
Tropical Ocean View w/Lanai, WiFi, Cable TV-#212
A resort with multiple buildings, a swimming pool, and a view of the ocean.

15. 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 $295
CA $998 total
includes taxes & fees
Sep 28 - Sep 29
2BR Ocean View w/Lanai and Kitchen - Molokai Shores 217
A resort with multiple buildings, a swimming pool, and a view of the ocean.

16. 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 $235
CA $820 total
includes taxes & fees
Oct 2 - Oct 3
At Ocean's Edge w/Lanai, WiFi, Cable TV-#202
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)
"This unit has a beautiful view in a great location but could use a little updating. "
United States
Bonnie P.
The price is CA $231
CA $815 total
includes taxes & fees
Oct 2 - Oct 3
Modern Hawaii Style w/Kitchen, WiFi, Lanai–#205
A resort with a pool, palm trees, and a view of the ocean.

18. 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 $266
CA $861 total
includes taxes & fees
Oct 2 - Oct 3
Renovated OF W/Lanai and Kitchen - Molokai Shores #332
A balcony with a wooden table and chairs, overlooking a lawn with palm trees and a view of the ocean.

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 CA $295
CA $998 total
includes taxes & fees
Oct 2 - Oct 3
2BR Ocean Views W/Large Lanai - Molokai Shores
A resort with a pool, palm trees, and a view of the ocean.

20. 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 $229
CA $769 total
includes taxes & fees
Sep 27 - Sep 28
Ocean Bliss W/Lanai, Kitchen and Fans–Molokai Shores
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

Peaceful retreat, ocean view, desired 2nd floor, WIFI

Peaceful retreat, ocean view, desired 2nd floor, WIFI

8/10 Good
"The condo was clean and had a lovely view of the grounds and the ocean. Beautiful kitchen that had everything we needed and we loved sitting on the balcony for our meals. The bathroom was pretty rough and even with all the windows open, it got very stuffy up in the loft for sleeping. More powerful fans would have helped. Communication with Berit was excellent and the beach towels, boogie board and snorkeling equipment were a fabulous bonus. We were surprised that at least half, if not more, of what was once a full resort and golf course was now boarded up and left to breakdown. And despite being reasonably mindful of our noise, the lady below us came banging on our door in the middle of the afternoon and asked us to be quiet. If we had walked any lighter we would have been tiptoeing the entire time. Overall it was a lovely 3 day break from reality!"
Meghan G. 3-night trip
Posted 17 hours ago
Peaceful retreat, ocean view, desired 2nd floor, WIFI

Find out more about Halena

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

Halena vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Halena. 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 Halena 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 Halena vacation rentals we have selected for you start as low as CA $420 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Halena rentals

At Expedia, we put the best Halena 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 Halena 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 Halena 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 Halena. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Explore a world of travel with Expedia

Frequently asked questions

Can I find a vacation rental in Halena?

Yes, we have vacation rentals near the most popular local attractions in Halena, or you can select a more secluded option if you're looking for relaxation.

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

Aloha Luxe Molokai Beachhouse. Perfect for single, couples, or groups 3bdrm/2bth: This vacation home rental near Halena 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’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 larger area, you’ll find Kepuhi Beach and Moloka'i Beaches.

What’s a vacation rental in Halena like?

Vacation rentals are private properties you can stay in for several days or longer in Halena. Vacation rentals feature amenities like WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of seclusion away from public hotel elevators and lobbies bustling with people 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 a popular option for family trips.