Halena Vacation Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    one key icon
    Treat yourself
    Save instantly and earn perks with One Key
    Learn about One Key
    today icon
    Change your mind
    Book hotels with free cancellation

Vacation Rentals in Halena

Pool
Ocean Front-Unobstructed Views- Beautiful Upgraded Condo
10.0 out of 10, Exceptional, (68)
"This is by far the best VRBO experience I have had. I arrived at night when it was dark so when morning came, and I pulled the curtains up to reveal the view, I was awestruck! The view just doesn't get any better. I fell asleep to the sound of waves at night in a bed that was beyond comfortable. Everything you might need for a stay was in this condo, without being cluttered. The kitchen was especially well supplied with ANYTHING you might need for cooking, even a rice cooker. The beach is...
Ocean Front-Unobstructed Views- Beautiful Upgraded Condo
On the beach, sun loungers, beach towels
Laid back Molokai beach-hideaway
10.0 out of 10, Exceptional, (43)
"We are 2 couples. Life-Long best friends. We live in beautiful, shovel & blow white snow country so to get away together and RELAX lulled to sleep by the surf was a total needed blessing! The screened porch made for the very best place for morning coffee and meals. (We chose not to eat inside.) comfy beds, lots of towels, great supply of everything in the kitchen. Extra spices above expectations. Cinnamon in my coffee was delightful. The wagon & sm ice chests to carry all to the beaches all week...
Laid back Molokai beach-hideaway
Beach
Mai Tai. Experience the Real Hawaii . Sea Sand and Sun away from the crowds
10.0 out of 10, Exceptional, (58)
"Loved this unit. So spacious and easy distance to the pool."
Mai Tai. Experience the Real Hawaii . Sea Sand and Sun away from the crowds
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Outdoor pool
Oceanfront Cottage 5A
10.0 out of 10, Exceptional, (17)
"The condo/property far exceeded our expectations. It is a very special place. Calm, relaxing and comfortable. Clean; no issues with bugs, and enjoyed the occasional tiny lizard visitors. Love the two blooming plumeria trees! Communication was easy; host is very amicable. Really hope to return soon! Thank you so much for sharing this special home with us!"
Oceanfront Cottage 5A
Outdoor pool
Beachfront + Oceanfront Molokai Condo
10.0 out of 10, Exceptional, (14)
"If you are reading this, it means you either own the property or are considering renting this unit. First of all, Diane and John (D&J) are phenomenal owners! They answered the very few questions we had while renting within moments of texting and answered when we called. 1. You will be steps from the beach. 2. The pool (best in the Pacific!) is even closer. 3.The unit is as described and looks just like the pictures. This being our 3rd trip to Kephui Beach, I can tell you the pictures are not...
Beachfront + Oceanfront Molokai Condo
Interior
Renovated OF W/Lanai and Kitchen - Molokai Shores #332
10.0 out of 10, Exceptional, (1)
"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!"
The price is $199
$487 total
includes taxes & fees
May 27 - May 28
Renovated OF W/Lanai and Kitchen - Molokai Shores #332
Beach nearby, sun loungers, beach towels
Simply the "Best" Condo on Molokai ... Period! "Hale Ula Lani" Amazing Sunsets!
10.0 out of 10, Exceptional, (24)
"Wow, we loved this place! Having an owner and not a company makes such a difference in how the unit is prepared. Just a highlight and a place where you feel that there is a person who truly cares. We had everything we needed and more (from utensils to olive oil). What makes it even nicer is the fact that some items that "company" managed units" use to throw ... like basics ... thank you. You walk in and were just impressed at how homey and clean the unit was. The kitchen is well laid out and...
Simply the "Best" Condo on Molokai ... Period! "Hale Ula Lani" Amazing Sunsets!
Interior
Molokai Oceanfront, Westside, Maunaloa, Kepuhi Beach beautiful secluded beaches!
10.0 out of 10, Exceptional, (8)
"Perfect place for four adults. The space is so pleasant and comfortable. Amidst the palm and banana trees. Kitchen is well equipped. Right next to the beautiful pool. 100 yards to the closest beach and several others a comfortable walk away."
Molokai Oceanfront, Westside, Maunaloa, Kepuhi Beach beautiful secluded beaches!
Property grounds
The Ultimate Oceanfront Penthouse - 'Hale No Ka Oi'
9.8 out of 10, Exceptional, (74)
"Molokai Shores is a great centrally located facility with a pool and a barbecue area that was a great place to meet other people. The condo was very well equipped and worked well for two couples. A big shout out to Chad for working with us to help with our individual needs."
The Ultimate Oceanfront Penthouse - 'Hale No Ka Oi'
Interior
Kepuhi Beach Resort Condo! Relax at a family condo that sleeps 4 w/ ocean view..
9.8 out of 10, Exceptional, (7)
"This place was a great place to stay to get away from it all. There was always plenty of space at the pool and open beaches."
Kepuhi Beach Resort Condo! Relax at a family condo that sleeps 4 w/ ocean view..
Outdoor pool
Kepuhi Beach Oceanfront Gem! What a view! Steps to the beach!
9.8 out of 10, Exceptional, (6)
"Perfect short stay"
The price is $141
$387 total
includes taxes & fees
May 28 - May 29
Kepuhi Beach Oceanfront Gem! What a view! Steps to the beach!
Property grounds
Lush Molokai Island Oasis w/ Private Pool + Beach!
9.6 out of 10, Exceptional, (16)
"We love coming to this place annually. Excellent location. Comfortable and relaxing. Been going 6 or 7 years [except Covid time]. Must do is Halawa Falls, contact All things Molokai on the main street. Had wonderful sunday dinner at Hotel Molokai [make reservations-for a Sunday anyway]. Like being in Juneau 60 years ago only warmer. 20 mile beach a must too. Hopefully tours will open for Kalaupapa [leper colony] sometime again in the future. We went in the past. Spiritual place."
Lush Molokai Island Oasis w/ Private Pool + Beach!
On the beach
Beautiful oceanfront condo with lanai, pool, beach access, & washer/dryer
9.6 out of 10, Exceptional, (13)
"Beautiful property on a beautiful island!"
Beautiful oceanfront condo with lanai, pool, beach access, & washer/dryer
Sun loungers, beach towels
Lovely 2 bdr 2 bath condo in prestigious Paniolo Hale, 4min walk to Kepuhi Beach
9.4 out of 10, Exceptional, (48)
"The Hale was large and gave the four of us plenty of space. It was clean and had plenty of amenities to make it an easy stay. The beds were comfortable and had a proper kitchen with all that you need ."
Lovely 2 bdr 2 bath condo in prestigious Paniolo Hale, 4min walk to Kepuhi Beach
Property grounds
Newly Upgraded- One Bedroom Ocean Front Condo/Spectacular Sunset View
9.4 out of 10, Exceptional, (117)
"Loved our first stay on Molokai, totally different than all the other islands. The unit was great, the view is amazing, hear the waves crashing. Pool area was nice also, very quiet and the bbq areas worked well. Unfortunate for the remaining buildings of the old resort, hopefully some day they will get those torn down or rebuilt."
Newly Upgraded- One Bedroom Ocean Front Condo/Spectacular Sunset View
Property grounds
Ocean View Condo in Kepuhi Beach, Molokai Island. Great Value.
9.4 out of 10, Exceptional, (15)
"Great location, friendly staff."
Ocean View Condo in Kepuhi Beach, Molokai Island. Great Value.
On the beach
Oceanfront Studio w/Free WiFi, Lanai, & Shared Pool, Grills - Walk to the Beach
9.4 out of 10, Exceptional, (13)
"A beautiful location"
Oceanfront Studio w/Free WiFi, Lanai, & Shared Pool, Grills - Walk to the Beach
Beach nearby, sun loungers, beach towels
Peaceful retreat, ocean view, desired 2nd floor, WIFI
9.2 out of 10, Wonderful, (124)
"We enjoyed our stay in this condo. It was very well supplied with so many extras! The owner was very prompt in replying when we needed anything."
Peaceful retreat, ocean view, desired 2nd floor, WIFI
Outdoor pool
ALOHA OceanFront Condo w.A/C Molokai Shores, Molokai, Watch humpback whales ..
9.2 out of 10, Wonderful, (78)
"The ac was amazing"
ALOHA OceanFront Condo w.A/C Molokai Shores, Molokai, Watch humpback whales ..
Outdoor pool
Kepuhi Beachfront Lofted Studio w/pool & BBQ. Remote and Private. Hawaii's best.
9.2 out of 10, Wonderful, (9)
"Very nice would come back"
Kepuhi Beachfront Lofted Studio w/pool & BBQ. Remote and Private. Hawaii's best.
Don't see what you're looking for?
See all available properties in Halena
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.

Other types of properties in Halena you may be interested in

Property grounds
The Ultimate Oceanfront Penthouse - 'Hale No Ka Oi'
9.8 out of 10, Exceptional, (74)
"Molokai Shores is a great centrally located facility with a pool and a barbecue area that was a great place to meet other people. The condo was very well equipped and worked well for two couples. A big shout out to Chad for working with us to help with our individual needs."
The Ultimate Oceanfront Penthouse - 'Hale No Ka Oi'
Outdoor pool, open 9:00 AM to 9:00 PM, pool umbrellas, sun loungers
Hotel Moloka'i
3.0 star property
8.2 out of 10, Very Good, (593)
"Excellent staff at the front desk and poolside "
The price is $224
$308 total
includes taxes & fees
Jun 3 - Jun 4
Hotel Moloka'i
Property grounds
Castle at Moloka'i Shores
3.0 star property
7.0 out of 10, Good, (152)
"Nice place for stay"
The price is $149
$405 total
includes taxes & fees
May 22 - May 23
Castle at Moloka'i 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.

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 $149 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.

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?

Beautiful oceanfront condo with lanai, pool, beach access, & washer/dryer: This vacation home rental near Halena is located on the beach and has a garden, 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.

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 Kepuhi 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.

Recent reviews of Halena properties
Expedia verified reviews

Hotel Moloka'i

Hotel Moloka'i

5/5 Excellent
Moloka’i bring the aloha
"Excellent staff at the front desk and poolside "
A verified traveler stayed at Hotel Moloka'i
Posted 2 days ago
Hotel Moloka'i