Wailea-Makena Vacation Rentals

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Vacation Rentals in Wailea-Makena

Aparthotel in South Kihei

3.0 star property
9.0 out of 10, Wonderful, (845)
"The accommodations were comfortable, very roomy, nice view from the balcony, and staff was helpful and friendly."
United States
David
$289 nightly
The price is $341
Dec 9 - Dec 10
Total with taxes and fees
Aston Maui Hill

Condo in South Kihei

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

Condo resort in South Kihei

4.5 star property
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
$502 nightly
The price is $592
Nov 30 - Dec 1
Total with taxes and fees
Signature Residences at Maui Banyan

Condo in South Kihei

3.0 star property
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

Aparthotel in Wailea

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

Aparthotel in Wailea

4.5 star property
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

Condo in Wailea

3.0 star property
9.2 out of 10, Wonderful, (581)
"Amazing stay!!!! "
United States
Genesis
Wailea Ekahi - CoralTree Residence Collection

Condo in South Kihei

4.0 star property
Maui Banyan A-202

Condo in Wailea

4.0 star property
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

Condo in South Kihei

4.0 star property
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

Condo in South Kihei

4.0 star property
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

Apartment in Wailea

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

Apartment in Wailea

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

Condo in South Kihei

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

Condo in South Kihei

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

Aparthotel in South Kihei

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
$627 nightly
The price is $766
Dec 3 - Dec 4
Total with taxes and fees
The Residences at Kamaole Sands Resort

Apartment in Wailea

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

Villa in Wailea

10.0 out of 10, Exceptional, (88)
"This is a great place for our family of 6. 5 stars on everything. Would 100% come back again. Owner is responsive, staff at resort is courteous and pools/beaches are terrific!!"
United States
Andy M.
Direct Beach Access - Best Location - Wailea Beach Villas H101 - Walk Everywhere

Condo in South Kihei

3.0 star property
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

Condo in South Kihei

4.0 star property
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
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 Wailea-Makena Hotel Reviews

Find out more about Wailea-Makena

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

Wailea-Makena vacation 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 low season months. For more hustle and bustle, you may prefer to visit Wailea-Makena 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 $341 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 Wailea-Makena rentals

At Expedia, we put the best Wailea-Makena 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 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 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 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.