Wailea-Makena Holiday Rentals

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Holiday Rentals in Wailea-Makena

Aston Maui Hill

3.0 star property
9.0 out of 10, Wonderful, (828)
"Very nice and budget friendly."
The price is AU$541
includes taxes & fees
1 Oct - 2 Oct
Aston Maui Hill

Castle Kama'ole Sands

3.0 star property
8.0 out of 10, Very good, (2258)
"Front desk was wonderful."
Castle Kama'ole Sands

Wailea Grand Champions - CoralTree Residence Collection

3.0 star property
9.2 out of 10, Wonderful, (740)
"Property was beautiful, condo gorgeous, pools amazing, views awesome."
The price is AU$975
includes taxes & fees
28 Sept - 29 Sept
Wailea Grand Champions - CoralTree Residence Collection

Palms at Wailea Maui

3.5 star property
8.4 out of 10, Very good, (512)
"A wonderful place to stay in Wailea!"
Palms at Wailea Maui

Wailea Ekahi - CoralTree Residence Collection

3.0 star property
9.2 out of 10, Wonderful, (570)
"We attended a wedding in Wailea and this was a great alternative to staying in a large hotel."
The price is AU$1,171
includes taxes & fees
1 Oct - 2 Oct
Wailea Ekahi - CoralTree Residence Collection

Wailea Beach Villas

4.5 star property
9.8 out of 10, Exceptional, (178)
"Excellent staff, accommodation's, location and amenities. Will come back "
Wailea Beach Villas

Maui Kamaole by VTrips

4.0 star property
9.2 out of 10, Wonderful, (44)
"wonderful "
Maui Kamaole by VTrips

Maui Banyan by VTrips

4.0 star property
8.2 out of 10, Very good, (81)
"Clean "
Maui Banyan by VTrips

Direct Beach Access - Best Location - Wailea Beach Villas H101 - Walk Everywhere

10.0 out of 10, Exceptional, (83)
"Everything was great! Can’t wait to come back. "
Direct Beach Access - Best Location - Wailea Beach Villas H101 - Walk Everywhere

Kamaole Sands by VTrips

4.0 star property
8.8 out of 10, Excellent, (38)
"Excellent location with beaches walking distance. Very quiet and clean...perfect for some R&R. Mahalo!!"
Kamaole Sands by VTrips

Kihei Akahi by VTrips

4.0 star property
7.8 out of 10, Good, (48)
"Nice pools on site and ocean front access is really close and easy "
Kihei Akahi by VTrips

Maui Banyan Vacation Club

3.0 star property
8.0 out of 10, Very good, (346)
"Friendly staff, excellent customer service, clean room with excellent accommodations, and great location. Ample parking. One of the side table lamps in our room was shorting in and out. We bought a replacement bulb ourselves, but that still didn’t fix it. We will definitely come again. "
Maui Banyan Vacation Club

Kihei Akahi - Maui Condo & Home

2.5 star property
8.0 out of 10, Very good, (225)
"Communication was excellent, space was clean and taken care of, very quiet, nice pool and short walk to the beach. Would definitely go back and recommend them."
Kihei Akahi - Maui Condo & Home

Maui Kamaole

3.5 star property
8.8 out of 10, Excellent, (841)
"Clean, close to beach and shopping, great amenities."
Maui Kamaole

Maui Kamaole - Maui Condo & Home

3.0 star property
8.8 out of 10, Excellent, (395)
"Great place for a family! Would definitely go back"
Maui Kamaole - Maui Condo & Home

Hale Kamaole

3.0 star property
8.4 out of 10, Very good, (340)
"Beautiful and we lived our stay except the elevator was out of order and too many construction workers parked in spots ! "
Hale Kamaole

Grand Champions Condos by KBM

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

Wailea Ekolu - CoralTree Residence Collection

3.5 star property
8.8 out of 10, Excellent, (261)
"It’s a great place to Stay for the family vacation."
The price is AU$1,103
includes taxes & fees
11 Oct - 12 Oct
Wailea Ekolu - CoralTree Residence Collection

New Owner Special!!! Kihei Akahi D213 Ocean View

10.0 out of 10, Exceptional, (1)
"This is a nice lovely condo to stay in the Kihei area. It is conveniently located- close to shops and restaurants. The beach is just steps away. The property had all I needed for my stay including beach stuff, umbrella, chairs, snorkel gear etc. I would definitely recommend to stay here. The balcony is a plus, beautiful sunset views. It is was a home away from home. "
New Owner Special!!! Kihei Akahi D213 Ocean View

Polo Beach - CoralTree Residence Collection

3.5 star property
9.0 out of 10, Wonderful, (61)
"Our stay was fantastic! I wasn’t quite sure which unit we’d be in, but our view was amazing and the property was perfect! Soft, sandy beach right next to a lovely pool and hot tub. We would definitely choose this stay again!"
Polo Beach - 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, 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 favourite 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 depend 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 AU$541 per night. Entering your travel dates in the search wizard might find you 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.