Holiday Rentals in Wailea-Makena

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Holiday Rentals in Wailea-Makena

Aston Maui Hill

3.0 star property
South Kihei
9.0 out of 10, Wonderful, (844)
"The accommodations were comfortable, very roomy, nice view from the balcony, and staff was helpful and friendly."
United States
David
The price is €296
includes taxes & fees
13 Dec - 14 Dec
Aston Maui Hill

Castle Kama'ole Sands

3.0 star property
South Kihei
8.0 out of 10, Very good, (2271)
"great stay for my family"
United States
Jasmin
Castle Kama'ole Sands

Signature Residences at Maui Banyan

4.5 star property
South Kihei
10.0 out of 10, Exceptional, (3)
"Wonderful experience. Clean, convenient, great location, pool, hot tub, beautiful property, and safe. Had a great time."
United States
Melinda
The price is €485
includes taxes & fees
27 Nov - 28 Nov
Signature Residences at Maui Banyan

Maui Banyan Vacation Club

3.0 star property
South Kihei
8.0 out of 10, Very good, (352)
"The staff were super nice and kept the property nice and clean. Everything was well maintained and even the guests were friendly as well"
United States
Jacob
Maui Banyan Vacation Club

Palms at Wailea Maui

3.5 star property
Wailea
8.4 out of 10, Very good, (515)
"A wonderful place to stay in Wailea!"
United States
Brittney
Palms at Wailea Maui

Wailea Beach Villas

4.5 star property
Wailea
9.8 out of 10, Exceptional, (184)
"Lovely clean condo and beautiful grounds. Great service at the beach and front desk. Quiet and peaceful. We didn’t rent a car, everything we needed was within walking distance. Would definitely book again."
United States
Carol
Wailea Beach Villas

Wailea Ekahi - CoralTree Residence Collection

3.0 star property
Wailea
9.2 out of 10, Wonderful, (580)
"Amazing stay!!!! "
United States
Genesis
Wailea Ekahi - CoralTree Residence Collection

Maui Banyan A-202

4.0 star property
South Kihei
Maui Banyan A-202

Makena Surf - CoralTree Residence Collection

4.0 star property
Wailea
9.4 out of 10, Exceptional, (105)
"Wonderful condominium absolutely beautiful staff was on point courteous immediate response. Looking forward to coming back. Thank you again John."
United States
JOHN
Makena Surf - CoralTree Residence Collection

Kihei Akahi by VTrips

4.0 star property
South Kihei
7.8 out of 10, Good, (50)
"Nice pools on site and ocean front access is really close and easy "
United States
Steven
Kihei Akahi by VTrips

Kamaole Sands by VTrips

4.0 star property
South Kihei
8.8 out of 10, Excellent, (39)
"Excellent location with beaches walking distance. Very quiet and clean...perfect for some R&R. Mahalo!!"
United States
ERIN
Kamaole Sands by VTrips

Wailea Elua- CoralTree Residence Collection

3.5 star property
Wailea
9.6 out of 10, Exceptional, (247)
"Nice place to vacation at."
United States
Moureen
Wailea Elua- CoralTree Residence Collection

Maui Banyan by VTrips

4.0 star property
South Kihei
8.2 out of 10, Very good, (83)
"Great room and location, stunning sunsets "
United States
Corum K
Maui Banyan by VTrips

Maui Kamaole

3.5 star property
South Kihei
8.8 out of 10, Excellent, (842)
"Clean, close to beach and shopping, great amenities."
United States
Millicent
Maui Kamaole

The Residences at Kamaole Sands Resort

4.5 star property
South Kihei
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
The price is €664
includes taxes & fees
11 Dec - 12 Dec
The Residences at Kamaole Sands Resort

Polo Beach - CoralTree Residence Collection

3.5 star property
Wailea
9.0 out of 10, Wonderful, (62)
"Looking forward to booking again"
United States
robert
Polo Beach - CoralTree Residence Collection

Kihei Akahi

3.0 star property
South Kihei
8.2 out of 10, Very good, (596)
"We love this place! This was our fourth time here. Conveniently located, clean, easy to check in/out."
United States
Suzanne
Kihei Akahi

Maui Kamaole by VTrips

4.0 star property
South Kihei
9.2 out of 10, Wonderful, (48)
"clean and quiet, not far from beach and restaurants, responsive host"
United States
Astrid
Maui Kamaole by VTrips

Grand Champions Condos by KBM

3.5 star property
Wailea
10.0 out of 10, Exceptional, (2)
"We loved it!! "
United States
Tyler
Grand Champions Condos by KBM

Wailea Grand Champions - CoralTree Residence Collection

3.0 star property
Wailea
9.2 out of 10, Wonderful, (749)
"Warm and friendly staff Excellent condo with a great view "
United States
Michael
Wailea Grand Champions - CoralTree Residence Collection
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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Find out more about Wailea-Makena

Everything you need to know about Wailea-Makena holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Wailea-Makena holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, 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 Wailea-Makena holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Wailea-Makena holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Wailea-Makena. 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 Wailea-Makena holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Wailea-Makena holiday rentals we have selected for you start as low as €296 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Wailea-Makena rentals

At Expedia, we put the best Wailea-Makena holiday 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 Wailea-Makena 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 Wailea-Makena holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Wailea-Makena. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.