Halena Vacation Rentals from CA $186: Short-Term Rentals for 2025

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

Laid back Molokai beach-hideaway : This vacation home near Halena is located on the beach and has an outdoor pool, a barbecue grill, and laundry facilities to put you at ease 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 books.

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Vacation Rentals in Halena

"I arrived at night and didn’t realize there wasn’t a front desk. My phone had no signal, so I couldn’t make a call. A guy who lived there was outside and let me borrow his phone, so I was then able to call and get instructions. There was apparently a key box, and they gave me the code. However, I couldn’t figure out how to open the key box, so I went back to that same guy, and, between the two of us, we figured it out. It was very frustrating getting inside, but once I did, I really liked...

"The condo was comfortable ( with A/C), had a fully equipped kitchen and the best ocean view from the lanai ever! We enjoyed our mornings and evenings on the lanai and exploring the sleepy island of Molokai during the day. The owner was helpful and easy to communicate with. It was clear she wanted us to enjoy our stay. "

"Walter was a great host, getting us in early so we could get on with our day without lugging around all our gear. We were on island to do work in conservation, and having a quiet, comfy, and clean place to return to at the end of the day was wonderful. Highly recommended for work trips, or just a great spot to get away. Molokai is the best, and Walter's place is perfectly situated to enjoy the island."

"Everything was great and as advertised. Communication with the owner was excellent. Would highly recommend this property to anyone staying at Ke Nani Kai!! As a bonus we saw whales jumping in the ocean while having dinner on the lanai.....awesome "

"Slow drain in bathtub, there was ankle deep water before the water got hot for my shower. No air conditioning. There was A Lot of highway noise as we had to open up all the windows to get cooler air into the room. Early morning chickens were also quite in evidence. Very good restaurant on site. The bed was large and comfortable. "

"First time to Molokai after 20years of visiting the other islands. It was a blast to the past—in so many ways the island is clearly 20 years behind the civilized world. Not a stoplight on the island, many roads turn to dirt without warning, no air conditioning in the condo, sketchy cell coverage (at best) around the island, pay phones and an airport without TSA.The condo was exactly as described online and the property manager was very responsive to when a couple little things came up. We...

"Moloka’i isn’t for everyone but if you’re looking for a place to totally unwind and relax away from all the noise of the world…. Then this is the island and the unit for you.The expansive green lawn at the foot of your lanai with no one in front of you, feels majestic and makes you forget that you’re actually in a condo with neighbors. The ocean view is beautiful and the overall “feel” of this unit is peaceful.Julie, the unit manager/host was easy to communicate with and get ahold of.10/10...

"Perfect sized place, but management could do better. I love Molokai, and this place was perfect for our family of 6 for the weekend. Master had king bed, second bedroom had full and loft had 2 twins and a day bed. We had to carry in the plastic lawn chairs from the deck to all sit in the living room, but we enjoyed the pool and putting green. Good location between town and Hiro’s restaurant, but the road is noisy for the guest bedroom at night. BUT it took us 20 minutes to get into the lock box...

CA $808 total

includes taxes & fees

Apr 6 - Apr 7

On the beach, sun loungers, beach towels

"We had a wonderful time staying at Poniolo Hale. The unit was very well stocked with kitchen appliances and nice furnishings. The screened in porch and large lanai added some much appreciated, very comfortable living space. The beaches within walking distance were very enjoyable and relaxing. Overall, this unit is one of the best condos we have had the pleasure of staying at in Hawaii. "

"However, we had a terrible time finding it at midnight.....! And the toilet seats slide around alarmingly. And the picture looks like it's right on the beach which is not true. All that said, it was a really nice place for the three of us, and we enjoyed it immensely!!"

1 bedroom, iron/ironing board, WiFi, bed sheets

"Very accommodating and quick to respond to my questions. The unit was clean and check in/out was easy. Perfect for my family of 4 on a quick weekend trip to visit family & friends. "

CA $516 total

includes taxes & fees

Apr 7 - Apr 8

"We loved our unit we have stayed atop the shores few times and this unit fully stocked with everything to make our stay comfortable. Chairs snorkel gear cooler and plenty dishes and towels . We had great time "

"I had no idea that the Resort wasn’t a resort anymore. All it is , its rooms being rented out, nothing else. The best part about the whole place is the little Store, and the amazing owner Keith. The Pool is for decorations only. Our room equaled a Sauna with no A/C. All windows were shut when we arrived. "

"Location of property on the island was very good. Having the pool and the barbecue a few steps away was a plus. Parking readily available close to entry. Host was very responsive and timely."

"Two things that need to be fixed The front door lock was extremely hard to open Pillows were lumpy and uncomfortable Otherwise as expected "

"Absolutely terrific condo in one of the best areas to stay on Molokai. Comfortable. Lots of places to sit and relax. Great internet. Well stocked kitchen with all the appliances you need to cook anything. Terrific bed and pillows. Good shower with lots of hot water. Awesome ventilation and shade from large trees so it was never hot. And...that deck/patio. Wow. It's a wrap-around and *huge*. It's like you are sitting in the trees. Perfect for morning coffee, dinners while spying on the wild...

"Just needed time to relax and no better place to do it. Watch waves turkeys and deer in a peaceful setting while the waves put you to sleep"

CA $489 total

includes taxes & fees

Apr 16 - Apr 17

"A beautiful condo with exceptional views. Gorgeous sunsets every night, 3 very walkable beaches, and a pool with an incredible view. The kitchen has everything you would ever need, and the beach accessories are very helpful. The host and on site management team were all lovely to deal with. The resort shares some space with the old abandoned Sheraton resort, so some of the surrounding buildings have been fenced off, but it just adds to the quirkiness that embodies Molokai. If you’re looking for...

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Other types of properties in Halena you may be interested in

"I arrived at night and didn’t realize there wasn’t a front desk. My phone had no signal, so I couldn’t make a call. A guy who lived there was outside and let me borrow his phone, so I was then able to call and get instructions. There was apparently a key box, and they gave me the code. However, I couldn’t figure out how to open the key box, so I went back to that same guy, and, between the two of us, we figured it out. It was very frustrating getting inside, but once I did, I really liked...

Outdoor pool, open 9:00 AM to 9:00 PM, pool umbrellas, sun loungers

"We have lived on Oahu and wated to see parts of the islands we have not seen. Moloka'i is beautiful! More importantly, we felt like a welcomed part of the community from the moment we met our driver who transported us to the hotel ( shoutout to Moloka'i Outdoors) to check in through our stay. The nightly local musicians at the restaurant were all wonderful and the view of the sunset is awe inspiring!"

CA $403 total

includes taxes & fees

Apr 26 - Apr 27

"The condo was comfortable ( with A/C), had a fully equipped kitchen and the best ocean view from the lanai ever! We enjoyed our mornings and evenings on the lanai and exploring the sleepy island of Molokai during the day. The owner was helpful and easy to communicate with. It was clear she wanted us to enjoy our stay. "

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 $186 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.

Recent reviews of Halena properties

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

5/5 Excellent

Fabulous view!

"The condo was comfortable ( with A/C), had a fully equipped kitchen and the best ocean view from the lanai ever! We enjoyed our mornings and evenings on the lanai and exploring the sleepy island of Molokai during the day. The owner was helpful and easy to communicate with. It was clear she wanted us to enjoy our stay. "

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

Posted 6 days ago

Maunaloa Vacation Rental - Walk to Kepuhi Beach!

5/5 Excellent

Peaceful & Serene

"Moloka’i isn’t for everyone but if you’re looking for a place to totally unwind and relax away from all the noise of the world…. Then this is the island and the unit for you.The expansive green lawn at the foot of your lanai with no one in front of you, feels majestic and makes you forget that you’re actually in a condo with neighbors. The ocean view is beautiful and the overall “feel” of this unit is peaceful.Julie, the unit manager/host was easy to communicate with and get ahold of.10/10 would stay again."

A verified traveller stayed at Maunaloa Vacation Rental - Walk to Kepuhi Beach!

Posted 7 days ago

Hotel Moloka’i - AC, Restaurant, Bar, Pool, BBQ Grills, Kitchenette, Lanai, Wifi

5/5 Excellent

Excellent location at Hotel Molokai

"Walter was a great host, getting us in early so we could get on with our day without lugging around all our gear. We were on island to do work in conservation, and having a quiet, comfy, and clean place to return to at the end of the day was wonderful. Highly recommended for work trips, or just a great spot to get away. Molokai is the best, and Walter's place is perfectly situated to enjoy the island."

A verified traveller stayed at Hotel Moloka’i - AC, Restaurant, Bar, Pool, BBQ Grills, Kitchenette, Lanai, Wifi

Posted 8 days ago

The Ultimate Oceanfront Penthouse - 'Hale No Ka Oi'

5/5 Excellent

Nicest Condo on Molokai

"First time to Molokai after 20years of visiting the other islands. It was a blast to the past—in so many ways the island is clearly 20 years behind the civilized world. Not a stoplight on the island, many roads turn to dirt without warning, no air conditioning in the condo, sketchy cell coverage (at best) around the island, pay phones and an airport without TSA.The condo was exactly as described online and the property manager was very responsive to when a couple little things came up. We appreciated the thoughtful setup such as providing condiments in the kitchen and beach gear for days out at the ocean. There are many repeat visitors at the Molokai Shores resort—people who come back every year for decades. That makes for easy conversation around the pool or when grilling for dinner. Pro tip:stop at Costco in Maui or Honolulu before heading over to pickup meat and dairy for the stay and you’ll come out way ahead cost-wise. You don’t have to go through TSA to catch the commuter plane so liquids are OK as long as you don’t go over weight limits. "

A verified traveller from Saint Louis, MO stayed at The Ultimate Oceanfront Penthouse - 'Hale No Ka Oi'

Posted 11 days ago

Quiet private second floor corner end unit

5/5 Excellent

A

"Everything was great and as advertised. Communication with the owner was excellent. Would highly recommend this property to anyone staying at Ke Nani Kai!! As a bonus we saw whales jumping in the ocean while having dinner on the lanai.....awesome "

A verified traveller stayed at Quiet private second floor corner end unit

Posted 11 days ago

5/5 Excellent

Get away to Moloka'i

"We have lived on Oahu and wated to see parts of the islands we have not seen. Moloka'i is beautiful! More importantly, we felt like a welcomed part of the community from the moment we met our driver who transported us to the hotel ( shoutout to Moloka'i Outdoors) to check in through our stay. The nightly local musicians at the restaurant were all wonderful and the view of the sunset is awe inspiring!"

A verified traveller stayed at Hotel Moloka'i

Posted 1 month ago

5/5 Excellent

Relaxing Family Getaway

"We had a wonderful time staying at Poniolo Hale. The unit was very well stocked with kitchen appliances and nice furnishings. The screened in porch and large lanai added some much appreciated, very comfortable living space. The beaches within walking distance were very enjoyable and relaxing. Overall, this unit is one of the best condos we have had the pleasure of staying at in Hawaii. "

A verified traveller stayed at Laid back Molokai beach-hideaway

Posted 1 month ago

Kaunakakai Home at Molokai Shores w/ Pool!

5/5 Excellent

Beautiful MOLOKAI

"We loved our unit we have stayed atop the shores few times and this unit fully stocked with everything to make our stay comfortable. Chairs snorkel gear cooler and plenty dishes and towels . We had great time "

A verified traveller stayed at Kaunakakai Home at Molokai Shores w/ Pool!

Posted 1 month ago

Exceptional Molokai vacation condo - Steps from Hawaii's longest beach

5/5 Excellent

Great Condo. Very Comfortable

"Great Condo on West molokai. Sad to see the island dying, but this was a great little condo. Comfortable. Well maintained. and just up from beautiful beach areas. 30 minutes from the central village, so rent a car!"

A verified traveller stayed at Exceptional Molokai vacation condo - Steps from Hawaii's longest beach

Posted 3 months ago

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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?

Laid back Molokai beach-hideaway: This vacation home near Halena is located on the beach and has an outdoor pool, a barbecue grill, and laundry facilities to put you at ease 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 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 Moloka'i Beaches. In the larger area, you’ll find Papohaku Beach and Mauna Loa Museum & Cultural Park.

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.

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Halena Vacation Rentals

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Check prices for these dates

Vacation Rentals in Halena

Castle at Moloka'i Shores

Castle at Moloka'i Shores

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

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

Hotel Moloka’i - AC, Restaurant, Bar, Pool, BBQ Grills, Kitchenette, Lanai, Wifi

Hotel Moloka’i - AC, Restaurant, Bar, Pool, BBQ Grills, Kitchenette, Lanai, Wifi

Paniolo Hale

Paniolo Hale

Quiet private second floor corner end unit

Quiet private second floor corner end unit

Hotel Molokai

Hotel Molokai

The Ultimate Oceanfront Penthouse - 'Hale No Ka Oi'

The Ultimate Oceanfront Penthouse - 'Hale No Ka Oi'

Maunaloa Vacation Rental - Walk to Kepuhi Beach!

Maunaloa Vacation Rental - Walk to Kepuhi Beach!

2BR Ocean Views W/Large Lanai - Molokai Shores

2BR Ocean Views W/Large Lanai - Molokai Shores

Laid back Molokai beach-hideaway

Laid back Molokai beach-hideaway

Exceptional Molokai vacation condo - Steps from Hawaii's longest beach

Exceptional Molokai vacation condo - Steps from Hawaii's longest beach

Tranquility on West Moloka'i

Tranquility on West Moloka'i

Ke Nani Kai

Ke Nani Kai

Kaunakakai Home at Molokai Shores w/ Pool!

Kaunakakai Home at Molokai Shores w/ Pool!

Kepuhi Beach Resort

Kepuhi Beach Resort

Molokai Oceanfront large beautiful home - Gorgeous secluded beaches out front!

Molokai Oceanfront large beautiful home - Gorgeous secluded beaches out front!

West Molokai. Remote and Private. Hawaii's best. Ocean view Watch the Whales

West Molokai. Remote and Private. Hawaii's best. Ocean view Watch the Whales

Lovely 2 bdr 2 bath condo in prestigious Paniolo Hale, 4min walk to Kepuhi Beach

Lovely 2 bdr 2 bath condo in prestigious Paniolo Hale, 4min walk to Kepuhi Beach

Ocean Front-Unobstructed Views- Beautiful Upgraded Condo

Ocean Front-Unobstructed Views- Beautiful Upgraded Condo

Kepuhi Beach Resort Condo! Relax at a family condo that sleeps 4 w/ ocean view..

Kepuhi Beach Resort Condo! Relax at a family condo that sleeps 4 w/ ocean view..

Other types of properties in Halena you may be interested in

Castle at Moloka'i Shores

Castle at Moloka'i Shores

Hotel Moloka'i

Hotel Moloka'i

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

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

Find out more about Halena

Find out more about Halena

Recent reviews of Halena properties

Recent reviews of Halena properties

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

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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