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Haliimaile Vacation Rentals

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Our top choices for Haliimaile vacation rentals

Vacation Home in Haiku

Yonegan Maui Getaways - Haiku
3.0 star property
9.0 out of 10, Wonderful, (12)
"Loved having the hot tub to come home to!!"
United States
Pedro
$236 nightly
The price is $261
Dec 14 - Dec 15
Total with taxes and fees
Yonegan Maui Getaways - Haiku

Condo resort in South Kihei

Signature Residences at Maui Banyan
4.5 star property
10.0 out of 10, Exceptional, (4)
"Wonderful experience. Clean, convenient, great location, pool, hot tub, beautiful property, and safe. Had a great time."
United States
Melinda
$544 nightly
The price is $642
Dec 14 - Dec 15
Total with taxes and fees
Signature Residences at Maui Banyan

Aparthotel in South Kihei

Aston Maui Hill
3.0 star property
9.0 out of 10, Wonderful, (850)
"The accommodations were comfortable, very roomy, nice view from the balcony, and staff was helpful and friendly."
United States
David
$379 nightly
The price is $447
Dec 13 - Dec 14
Total with taxes and fees
Aston Maui Hill
4.5 star property
10.0 out of 10, Exceptional, (1)
"This spot was everything we needed and more. Super clean, stylish, and felt way more spacious than a typical hotel room. We had a full kitchen to cook, comfy beds for deep sleep, and the AC kept things cool after long beach days. The location couldn’t have been better—walking distance to great food, coffee, and beaches. It felt private and relaxed, but still close to the action. Honestly, it felt like home… just way better. Can’t wait to book again!"
United States
Sophie
$555 nightly
The price is $676
Dec 14 - Dec 15
Total with taxes and fees
The Residences at Kamaole Sands Resort
3.0 star property
$536 nightly
The price is $582
Dec 14 - Dec 15
Total with taxes and fees
Kuau Plaza Paia Condo with Parking

Apartment in South Kihei

The Ocean View Residence
3.0 star property
10.0 out of 10, Exceptional, (1)
"Very nice condo for a longer-term stay. We loved being able to cook. "
United States
John
$804 nightly
The price is $996
Dec 24 - Dec 25
Total with taxes and fees
The Ocean View Residence
10.0 out of 10, Exceptional, (1)
"Beautiful place"
United States
Armando
$1,104 nightly
The price is $1,310
Jan 4 - Jan 5, 2026
Total with taxes and fees
Wailea Ekahi One Bedrooms - Garden View by Coldwell Banker Island Vacations

Apartment in South Kihei

The Kalama Residence
3.0 star property
6.0 out of 10, (1)
"My stay was okay. "
United States
Rosalba
$1,095 nightly
The price is $1,300
Jan 5 - Jan 6, 2026
Total with taxes and fees
The Kalama Residence
3.5 star property
9.0 out of 10, Wonderful, (62)
"Looking forward to booking again"
United States
robert
$972 nightly
The price is $1,125
Jan 4 - Jan 5, 2026
Total with taxes and fees
Polo Beach - CoralTree Residence Collection
3.5 star property
$670 nightly
The price is $785
Dec 19 - Dec 20
Total with taxes and fees
Kihei Retreat w/ Kamaole Sands Resort Amenities!
3.0 star property
10.0 out of 10, Exceptional, (3)
"We had a wonderful stay in this condo. It had everything we needed for a fun Hawaiian beach vacation. They stocked it with beach chairs, a cooler, and even a boogie board. The kitchen had everything we needed, although we didn't cook that much. Management was super responsive whenever we had any issues. It was just enough space for our family of four. The beach was just steps away and the pool was also very nice. "
United States
Anthony
$453 nightly
The price is $491
Dec 17 - Dec 18
Total with taxes and fees
Waiohuli Beach Hale Ocean View Condos with Parking

Condo in Central Kihei

Luana Kai C210 2 Bedroom Condo
3.0 star property
$677 nightly
The price is $807
Dec 16 - Dec 17
Total with taxes and fees
Luana Kai C210 2 Bedroom Condo
4.0 star property
9.0 out of 10, Wonderful, (20)
"I loved that it was a short walk to the beach and there were grocery stores nearby. Lots of options of places to eat and shop and explore the island!"
United States
Emma
$602 nightly
The price is $671
Jan 8 - Jan 9, 2026
Total with taxes and fees
Kihei Ali'i Kai Condos with Free Parking
3.5 star property
9.0 out of 10, Wonderful, (2)
"Clean property nice room good location"
United States
Richard
$515 nightly
The price is $557
Jan 7 - Jan 8, 2026
Total with taxes and fees
Kamaole Sands Condos Close to Beach with Parking
3.5 star property
$653 nightly
The price is $777
Dec 18 - Dec 19
Total with taxes and fees
Menehune Shores 227 2 Bedroom Condo

Apartment in Central Kihei

2BR/2BA Oceanfront Condo in Maui Sunset
3.5 star property
$590 nightly
The price is $645
Dec 13 - Dec 14
Total with taxes and fees
2BR/2BA Oceanfront Condo in Maui Sunset
3.0 star property
$502 nightly
The price is $602
Dec 15 - Dec 16
Total with taxes and fees
Maui Vista 1315 1 Bedroom Condo
3.0 star property
$457 nightly
The price is $546
Dec 13 - Dec 14
Total with taxes and fees
Maui Vista 3307 1 Bedroom Condo
3.0 star property
$887 nightly
The price is $1,065
Jan 5 - Jan 6, 2026
Total with taxes and fees
Palms 501 2 Bedroom Condo

Condo in Central Kihei

Luana Kai A104 2 Bedroom Condo
3.0 star property
$787 nightly
The price is $947
Jan 11 - Jan 12, 2026
Total with taxes and fees
Luana Kai A104 2 Bedroom Condo
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 Haliimaile Hotel Reviews

Find out more about Haliimaile

Everything you need to know about Haliimaile 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 Haliimaile 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 Haliimaile vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Haliimaile vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Haliimaile. 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 Haliimaile 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 $261 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 Haliimaile rentals

At Expedia, we put the best Haliimaile 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 Haliimaile 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 Haliimaile 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 Haliimaile. 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 vacation rentals in Haliimaile?

Yes, we offer vacation rentals in Haliimaile near Maui Gold Pineapple Farm, or you can select a more secluded option if you're looking for a relaxing stay. Haliimaile is known for its restaurants.

What are some of the best vacation rentals in Haliimaile?

Yonegan Maui Getaways - Haiku : Visitors like this Haliimaile vacation home rental. It is located near the beach and has a hot tub, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a microwave, kitchenware, and a coffee maker.

What’s there to see and do in Haliimaile?

Explore the area and family-friendly sights such as Hawaiian Islands Humpback Whale National Marine Sanctuary Headquarters, or get out into nature at a spot like Wailea Beach. Other places in town to visit include Maui Gold Pineapple Farm and Haliʻimaile Farmer's Market.

What’s a vacation rental in Haliimaile like?

A vacation rental is a private property you can stay in for several days or longer in Haliimaile. Vacation rentals offer extras such as kitchens and laundry facilities so you'll have a home away from home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of safety away from public hotel elevators and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great option for family gatherings.