Halena Vacation Rentals

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Vacation Rentals in Halena

Our top choices for Halena vacation rentals

Castle at Moloka'i Shores

3.0 star property
7.2 out of 10, Good, (166)
"No AC - was HOT Staff very friendly "
Castle at Moloka'i Shores

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

9.0 out of 10, Wonderful, (60)
"Beautiful place, 3 min walking to the beach where you can see Hawaiian monk seals. I would recommend this apartment. "
Exceptional Molokai vacation condo - Steps from Hawaii's longest beach

Hotel Molokai

2.0 star property
6.6 out of 10, (4)
"I didn't like the fact that what I thought I booked was a hotel room, but in fact was a unit independently managed by Vacasa. That should be disclosed before the booking, not after."
Hotel Molokai

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

9.4 out of 10, Exceptional, (103)
"The view from the room was amazing!"
ALOHA OceanFront Condo w.A/C, Molokai, Hawaii Watch whales Dec-April.

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

9.0 out of 10, Wonderful, (23)
"The condo was excellent- would definitely recommend to anyone!"
Kepuhi Beach Resort Condo! Relax at a family condo that sleeps 4 w/ ocean view..

Discounted for summer 2025! Laid back Molokai beach-hideaway

10.0 out of 10, Exceptional, (59)
"Great property, lots of space and large lanai, well equipped, close to several beautiful beaches. Very quiet and relaxing. Bit of a drive to any amenities. "
Discounted for summer 2025! Laid back Molokai beach-hideaway

Ocean View Condo in Kepuhi Beach, Molokai Island. Great Value.

9.6 out of 10, Exceptional, (31)
"Amazing view, comfy bed, and amenities. "
Ocean View Condo in Kepuhi Beach, Molokai Island. Great Value.

Ocean Front-Unobstructed Views- Beautiful Upgraded Condo

10.0 out of 10, Exceptional, (78)
"Great use of space and the view from the unit is spectacular!!"
The price is CA $149
CA $436 total
includes taxes & fees
Sep 7 - Sep 8
Ocean Front-Unobstructed Views- Beautiful Upgraded Condo

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

9.8 out of 10, Exceptional, (116)
"The property was located close to town, which was super convenient. There was a restaurant on property that had dinner and live music which was great. There is an activities desk that helped us book some excursions, very helpful. "
Hotel Moloka’i - AC, Restaurant, Bar, Pool, BBQ Grills, Kitchenette, Lanai, Wifi

Quiet & Comfortable 1BR Condo w/ Car – Perfect for a Relaxing Getaway

Quiet & Comfortable 1BR Condo w/ Car – Perfect for a Relaxing Getaway

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

9.2 out of 10, Wonderful, (133)
"This is a very beautiful property. I am very happy I choose this over anything else on the island. Meet alot of nice Americans and had a very relaxing time."
Peaceful retreat, ocean view, desired 2nd floor, WIFI

The Ultimate Oceanfront Penthouse - 'Hale No Ka Oi'

9.8 out of 10, Exceptional, (86)
"Beautiful condo overlooking the pool and ocean! Amazing sunsets and super nice place. Really enjoyed visiting beaches across the island. "
The Ultimate Oceanfront Penthouse - 'Hale No Ka Oi'

Kepuhi Beach Resort

3.0 star property
6.4 out of 10, (27)
"Awesome views, listening to the ocean"
Kepuhi Beach Resort

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

9.4 out of 10, Exceptional, (62)
"Awesome and quiet location with lovely beaches nearby. Host was welcoming and responsive."
Lovely 2 bdr 2 bath condo in prestigious Paniolo Hale, 4min walk to Kepuhi Beach

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

10.0 out of 10, Exceptional, (1)
"Clean, relaxing, and enjoyable area in molokai. We will be booking here most often. "
The price is CA $136
CA $433 total
includes taxes & fees
Sep 8 - Sep 9
1-bedroom condo in Maunaloa, just 10 minutes from the beach

Absolute Luxury on the Ocean

9.8 out of 10, Exceptional, (9)
"This was our first trip to Moloka’i, and we were not disappointed… The condo was very comfortable and quiet with a beautiful view of the ocean… Two very private and quiet beaches with in walking distance from the condo as well. The beds were comfortable and the Wi-Fi was reliable.. we hope to return again soon!"
Absolute Luxury on the Ocean

2BR Ocean Views W/Large Lanai - Molokai Shores

8.0 out of 10, Very good, (10)
"Plenty of room and conveniently located."
The price is CA $288
CA $784 total
includes taxes & fees
Sep 8 - Sep 9
2BR Ocean Views W/Large Lanai - Molokai Shores

Spacious Molokai Style Condo - Locally Owned

Spacious Molokai Style Condo - Locally Owned

Rich & Dana's Ocean Front Condo With Spectacular Sunsets

8.2 out of 10, Very good, (65)
"This is our third stay on Molokai and the second time in this condo. Molokai is a great place to just chill out. Great walking paths and beautiful views. "
Rich & Dana's Ocean Front Condo With Spectacular Sunsets

Aloha Getaway: Luxe Beachfront 3bdm/2bth house - best Molokai white sand beaches

10.0 out of 10, Exceptional, (18)
"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."
Aloha Getaway: Luxe Beachfront 3bdm/2bth house - best Molokai white sand beaches
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

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 $136 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. 

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 Moloka'i Beaches. In the larger area, you’ll find Kaupoa Beach and Papohaku 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.