Halena Vacation Rentals

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Aug 4 - Aug 5
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Aug 8 - Aug 10
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Aug 15 - Aug 17

Vacation Rentals in Halena

Castle at Moloka'i Shores
Property grounds

Castle at Moloka'i Shores

3.0 star property
7.2 out of 10, Good, (164)
"No AC - was HOT Staff very friendly "
Castle at Moloka'i Shores
Exceptional Molokai vacation condo - Steps from Hawaii's longest beach
Beach nearby, beach towels

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

9.0 out of 10, Wonderful, (58)
"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
Exterior

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
Kepuhi Beach Resort
Outdoor pool

Kepuhi Beach Resort

3.0 star property
6.4 out of 10, (27)
"Awesome views, listening to the ocean"
Kepuhi Beach Resort
Discounted for summer 2025! Laid back Molokai beach-hideaway
On the beach, sun loungers, beach towels

Discounted for summer 2025! Laid back Molokai beach-hideaway

10.0 out of 10, Exceptional, (58)
"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
ALOHA OceanFront Condo w.A/C, Molokai, Hawaii Watch whales Dec-April.
Outdoor pool

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

9.4 out of 10, Exceptional, (100)
"A very nice property and views. It was a super comfortable stay!"
ALOHA OceanFront Condo w.A/C, Molokai, Hawaii Watch whales Dec-April.
Aloha Getaway: Luxe Beachfront 3bdm/2bth house - best Molokai white sand beaches
On the beach, sun loungers, beach towels

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

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

8.8 out of 10, Excellent, (27)
"The location of the cottage, just steps from the beach and walking trails, is superb. Very much enjoyed sitting on the patio, using the BBQ (gentleman on the property sells fresh fish), and cooking dinner in the kitchen. The unit was quite comfortable and wonderful for all my needs. I would stay in the cottage again."
West Molokai. Remote and Private. Hawaii's best. Ocean view Watch the Whales
Maunaloa Vacation Rental - Walk to Kepuhi Beach!
Beach nearby

Maunaloa Vacation Rental - Walk to Kepuhi Beach!

9.6 out of 10, Exceptional, (9)
"great place and very clean"
Maunaloa Vacation Rental - Walk to Kepuhi Beach!
Quiet private second floor corner end unit
Outdoor dining

Quiet private second floor corner end unit

9.6 out of 10, Exceptional, (35)
"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 "
Quiet private second floor corner end unit
Ocean Front-Unobstructed Views- Beautiful Upgraded Condo
Pool

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 ￥17,630
￥48,867 total
includes taxes & fees
Aug 6 - Aug 7
Ocean Front-Unobstructed Views- Beautiful Upgraded Condo
Absolute Luxury on the Ocean
TV, computer monitors

Absolute Luxury on the Ocean

9.8 out of 10, Exceptional, (8)
"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
Hotel Moloka’i - AC, Restaurant, Bar, Pool, BBQ Grills, Kitchenette, Lanai, Wifi
Outdoor pool

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

9.8 out of 10, Exceptional, (114)
"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
Ocean View Condo in Kepuhi Beach, Molokai Island. Great Value.
Interior

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

9.6 out of 10, Exceptional, (31)
"Nice place. Clean. Bed was comfortable. Condo has been updated. Kitchen was well stocked. "
Ocean View Condo in Kepuhi Beach, Molokai Island. Great Value.
Paniolo Hale
Beach

Paniolo Hale

2.0 star property
Paniolo Hale
Ke Nani Kai
Beach

Ke Nani Kai

2.0 star property
8.0 out of 10, Very Good, (1)
"It was amazing "
Ke Nani Kai
Kaunakakai Escape: Heated Pool & Beach Access
Apartment (1 Bedroom) | Interior

Kaunakakai Escape: Heated Pool & Beach Access

3.0 star property
8.0 out of 10, Very Good, (1)
"Everything was good except the bathroom was ridiculous. Comfy bed"
Kaunakakai Escape: Heated Pool & Beach Access
Kepuhi Beachfront Lofted Studio w/pool & BBQ. Remote and Private. Hawaii's best.
Outdoor pool

Kepuhi Beachfront Lofted Studio w/pool & BBQ. Remote and Private. Hawaii's best.

8.6 out of 10, Excellent, (15)
"If you’re looking for a fancy resort, this is not for you but if you’re looking for a beautiful place to stay on the island very few people no traffic jams wonderful wildlife great walk on the beach with maybe one to five people beautiful sunset and moon sets then you want to stay here a vacation for me is without the crowds I loved it will be back"
Kepuhi Beachfront Lofted Studio w/pool & BBQ. Remote and Private. Hawaii's best.
2BR Ocean Views W/Large Lanai - Molokai Shores
Exterior

2BR Ocean Views W/Large Lanai - Molokai Shores

8.6 out of 10, Excellent, (9)
"Plenty of room and conveniently located."
The price is ￥30,807
￥83,831 total
includes taxes & fees
Aug 21 - Aug 22
2BR Ocean Views W/Large Lanai - Molokai Shores
The Ultimate Oceanfront Penthouse - 'Hale No Ka Oi'
On the beach, sun loungers, beach towels

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'
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

Quiet private second floor corner end unit

Quiet private second floor corner end unit

10/10 Excellent
"Great condo to stay at. Everything I needed was there and very quiet."
Mike A. 2-night trip
Posted 3 days ago
Quiet private second floor corner end unit

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 Getaway: Luxe Beachfront 3bdm/2bth house - best Molokai white sand beaches: 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. Make the most of the garden in this rental home to help you unwind.

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.