Halena Vacation Rentals

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Check prices for these dates

Tonight
Dec 22 - Dec 23
Tomorrow
Dec 23 - Dec 24
This weekend
Dec 26 - Dec 28
Next weekend
Jan 2 - Jan 4

Our top choices for Halena vacation rentals

Property grounds
COCONUT COVE CONDO–Molokai Shores 303

COCONUT COVE CONDO–Molokai Shores 303

COCONUT COVE CONDO–Molokai Shores 303
Kaunakakai
8.8 out of 10, Excellent, (21)
"Clean spacious condo with great amenities."
United States
Matthew A.
$316 nightly
The price is $368
Dec 23 - Dec 24
Total with taxes and fees
COCONUT COVE CONDO–Molokai Shores 303
Outdoor dining
Modern Hawaii w/Lanai, Cable TV, WiFi-#221

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)
"Staff excellent Amenities satisfactory. Would stay again on the next work visit"
United States
Anthony D.
$348 nightly
The price is $405
Dec 23 - Dec 24
Total with taxes and fees
Modern Hawaii w/Lanai, Cable TV, WiFi-#221
Exterior
2BR Ocean View w/Lanai and Kitchen - Molokai Shores 217

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, (11)
"The unit was awesome. Its a little hot, but the whole island is hot in the summer. The price is ideal as there is no AC in the room. I would stay here again. "
United States
Natalie R.
$520 nightly
The price is $609
Jan 6 - Jan 7, 2026
Total with taxes and fees
2BR Ocean View w/Lanai and Kitchen - Molokai Shores 217
Outdoor dining
2BR Ocean Views W/Large Lanai - 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)
"good for kids. The only draw back is that the neighbors will preschold you just by looking at you. Needless to say they did not like have teens as neighbors but we were only there for two days and were out during most of the hours. Iwould stay in this unit again. "
United States
Natalie R.
$489 nightly
The price is $569
Dec 23 - Dec 24
Total with taxes and fees
2BR Ocean Views W/Large Lanai - Molokai Shores
Property grounds
Renovated OF W/Lanai and Kitchen - Molokai Shores #332

Renovated OF W/Lanai and Kitchen - Molokai Shores #332

Renovated OF W/Lanai and Kitchen - Molokai Shores #332
Kaunakakai
8.6 out of 10, Excellent, (4)
"This was the perfect location for traveling any direction we desired. We were centrally located, the waters were calm and the view was stunning. Overall, just a wonderful stay!"
United States
Sarah P.
$404 nightly
The price is $470
Dec 23 - Dec 24
Total with taxes and fees
Renovated OF W/Lanai and Kitchen - Molokai Shores #332
Property grounds
Tropical Style w/OF Lanai, Flat Screen, WiFi–#229

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)
"This is a nice place well kept."
United States
Teresa F.
$412 nightly
The price is $482
Jan 10 - Jan 11, 2026
Total with taxes and fees
Tropical Style w/OF Lanai, Flat Screen, WiFi–#229
Property grounds
Modern Hawaii Style w/Kitchen, WiFi, Lanai–#205

Modern Hawaii Style w/Kitchen, WiFi, Lanai–#205

Modern Hawaii Style w/Kitchen, WiFi, Lanai–#205
KAUNAKAKAI
9.0 out of 10, Wonderful, (18)
"This unit has a beautiful view in a great location but could use a little updating. "
United States
Bonnie P.
$411 nightly
The price is $481
Jan 11 - Jan 12, 2026
Total with taxes and fees
Modern Hawaii Style w/Kitchen, WiFi, Lanai–#205
Outdoor dining
Tropical Ocean View w/Lanai, WiFi, Cable TV-#212

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)
"Mahalo for opening your home to us, we had a great stay!"
United States
Malia H.
$348 nightly
The price is $405
Dec 23 - Dec 24
Total with taxes and fees
Tropical Ocean View w/Lanai, WiFi, Cable TV-#212
Property grounds
2-Level OF W/Lanai, WiFi and Kitchen–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)
"Nice, simple, clean place to stay. Location was perfection. Not brand new facilities by any means, but comfortable and quiet."
United States
Malofou M.
$404 nightly
The price is $470
Dec 23 - Dec 24
Total with taxes and fees
2-Level OF W/Lanai, WiFi and Kitchen–Molokai Shores
Property grounds
Ocean Bliss W/Lanai, Kitchen and Fans–Molokai Shores

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)
"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.
$374 nightly
The price is $436
Dec 23 - Dec 24
Total with taxes and fees
Ocean Bliss W/Lanai, Kitchen and Fans–Molokai Shores
Property grounds
Bright Ocean View w/Lanai, Cable-TV, and WiFi–#220

Bright Ocean View w/Lanai, Cable-TV, and WiFi–#220

Bright Ocean View w/Lanai, Cable-TV, and WiFi–#220
KAUNAKAKAI
7.6 out of 10, Good, (5)
"Seamless and a wonderful experience. "
United States
Jeffrey A.
$352 nightly
The price is $410
Dec 23 - Dec 24
Total with taxes and fees
Bright Ocean View w/Lanai, Cable-TV, and WiFi–#220
Exterior
Ocean Views W/Ground Lanai 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)
"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.
$363 nightly
The price is $423
Dec 23 - Dec 24
Total with taxes and fees
Ocean Views W/Ground Lanai and Fans-Molokai Shores
Outdoor dining
Ground Floor Ocean View W/Lanai–Molokai Shores

Ground Floor Ocean View W/Lanai–Molokai Shores

Ground Floor Ocean View W/Lanai–Molokai Shores
KAUNAKAKAI
8.0 out of 10, Very Good, (4)
"I only stayed for 4 days but the bed is super comfortable and the pool is AMAZING! I grew up coming here and I’ll continue to do so. Mahalo!!"
United States
Leimomi G.
$351 nightly
The price is $408
Dec 23 - Dec 24
Total with taxes and fees
Ground Floor Ocean View W/Lanai–Molokai Shores
Property grounds
Modern Oceanfront W/Lanai and WiFi–Molokai Shores

Modern Oceanfront W/Lanai and WiFi–Molokai Shores

Modern Oceanfront W/Lanai and WiFi–Molokai Shores
KAUNAKAKAI
9.0 out of 10, Wonderful, (32)
"nice place to stay"
United States
Kevin
$385 nightly
The price is $448
Dec 23 - Dec 24
Total with taxes and fees
Modern Oceanfront W/Lanai and WiFi–Molokai Shores
Exterior
Ocean Front Retreat W/Kitchen-Molokai Shores A308

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)
"Very nice stay!"
United States
Stephanie D.
$404 nightly
The price is $470
Dec 23 - Dec 24
Total with taxes and fees
Ocean Front Retreat W/Kitchen-Molokai Shores A308
Property grounds
Island Inspired w/Loft, Large Lanai, Kitchen #334

Island Inspired w/Loft, Large Lanai, Kitchen #334

Island Inspired w/Loft, Large Lanai, Kitchen #334
KAUNAKAKAI
7.8 out of 10, Good, (23)
"We love Molokai Shores, and were so happy to stay again for the first time since 2019. This unit was great, but looked like it had been sitting since being cleaned so there was a layer of dirt in the loft bedroom area and in the closets. The main bedroom, kitchen and showers were clean as were the sheets. We will still return, just wanted to be honest about our stay. "
United States
Julie S.
$483 nightly
The price is $562
Dec 23 - Dec 24
Total with taxes and fees
Island Inspired w/Loft, Large Lanai, Kitchen #334
Pool
1-bedroom condo in Maunaloa, just 10 minutes from the beach

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)
"Clean, relaxing, and enjoyable area in molokai. We will be booking here most often. "
United States
Kehaulani A.
$270 nightly
The price is $314
Dec 24 - Dec 25
Total with taxes and fees
1-bedroom condo in Maunaloa, just 10 minutes from the beach
Smart TV
Tranquility on West Moloka'i

Tranquility on West Moloka'i

Tranquility on West Moloka'i
Maunaloa
9.8 out of 10, Exceptional, (10)
"great!"
United States
Kezia A.
$271 nightly
The price is $317
Jan 2 - Jan 3, 2026
Total with taxes and fees
Tranquility on West Moloka'i
Sun loungers, beach towels
Efficiency

Efficiency

Efficiency
Maunaloa
9.6 out of 10, Exceptional, (7)
"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.
$243 nightly
The price is $283
Dec 23 - Dec 24
Total with taxes and fees
Efficiency
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

ALOHA OceanFront Condo w.A/C, Molokai, Hawaii Watch whales Dec-April.

ALOHA OceanFront Condo w.A/C, Molokai, Hawaii Watch whales Dec-April.

10/10 Excellent
"The air conditioning was a nice improvement, since the unit would heat up with the afternoon sun. The lanai was a great place for breakfast and was in the shade until early afternoon. The ocean views and the view of the island of Lanai were fantastic. We kept watching for whales and did see one, but were a little early for the whale migration."
Mark A. 23-night trip
Posted 4 days ago
ALOHA OceanFront Condo w.A/C, Molokai, Hawaii Watch whales Dec-April.

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, 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 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 low season months. For more hustle and bustle, you may prefer to visit Halena 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 $368 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 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?

Lovely 2 bdr 2 bath condo in prestigious Paniolo Hale, 4min walk to Kepuhi Beach: This vacation home rental near Halena offers an outdoor pool, a balcony, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You and your friends and family can relax into your vacation with amenities like a selection of games.

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 Pohakumauliuli Beach.

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.