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Top Holiday Rentals in Wailea-Makena

Our top choices for Wailea-Makena holiday rentals

Aston Maui Hill

3.0 star property
9.0 out of 10, Wonderful, (817)
"Everything was perfect. The staff was super kind. The swimming pool was nice. Parking is easy in front of the apartment. I would like to come back here if again in Maui "
Aston Maui Hill

Castle Kama'ole Sands

3.0 star property
8.0 out of 10, Very good, (2254)
"Great location for beach with beautiful garden views and easy close parking."
Castle Kama'ole Sands

Palms at Wailea Maui

3.5 star property
8.4 out of 10, Very good, (507)
"I truly enjoyed our stay. Staff was excellent and the property was perfect for my family. "
Palms at Wailea Maui

Wailea Grand Champions - CoralTree Residence Collection

3.0 star property
9.2 out of 10, Wonderful, (734)
"Great location, close to everything we wanted to do. We have a family of six, and it was a perfect size for us."
The price is £503
includes taxes & fees
29 Aug - 30 Aug
Wailea Grand Champions - CoralTree Residence Collection

Breathtaking Ocean Views! Beach Front Luxury Penthouse, Polo Beach 2 Bed/2 Bath

2.5 star property
10.0 out of 10, Exceptional, (13)
"Condo is amazing with incredible views. Would stay again!!"
Breathtaking Ocean Views! Beach Front Luxury Penthouse, Polo Beach 2 Bed/2 Bath

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

Wailea Ekahi - CoralTree Residence Collection

3.0 star property
9.2 out of 10, Wonderful, (561)
"We had a very amazing stay, it’s a very calm ,quiet area that makes it enjoyable for relaxation, we had a view of the ocean and about a 5 min walk to a beautiful beach , there’s lots of shops and eating places within a 5 min drive which made it very convenient, would 10/10 recommend. "
The price is £608
includes taxes & fees
29 Aug - 30 Aug
Wailea Ekahi - CoralTree Residence Collection

Wailea Beach Villas

4.5 star property
9.8 out of 10, Exceptional, (175)
"Excellent room with large space including full kitchen and in room laundry. Very secure property."
Wailea Beach Villas

Maui Banyan by VTrips

4.0 star property
8.4 out of 10, Very good, (77)
"It’s a lovely and quiet area the beach is right across the street. Restaurant and shopping center are within a 10 to 15 min walk. They also provide towels, chairs, an umbrella and a cooler to use to take with you to the beach. The place is very clean and I cannot wait to go back."
Maui Banyan by VTrips

Maui Kamaole by VTrips

4.0 star property
9.2 out of 10, Wonderful, (43)
"wonderful "
Maui Kamaole by VTrips

Kihei Akahi by VTrips

4.0 star property
7.8 out of 10, Good, (47)
"Friendly and right on beach "
Kihei Akahi by VTrips

Kamaole Sands by VTrips

4.0 star property
8.6 out of 10, Excellent, (35)
"Awesome. Keep it up"
Kamaole Sands by VTrips

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

10.0 out of 10, Exceptional, (82)
"Everything was wonderful… thank you so much Linda."
Direct Beach Access - Best Location - Wailea Beach Villas H101 - Walk Everywhere

Amazing House with Pool, Spa, Cabana & More Kihei Wailea Area

10.0 out of 10, Exceptional, (86)
"Great location, clean, comfortable and well maintained. The owner was easy to work with and truly provided everything that you need for a great vacation."
Amazing House with Pool, Spa, Cabana & More Kihei Wailea Area

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

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

Vacation Retreat at Kamaole Sands, Steps from Kamaole Beach III!

8.8 out of 10, Excellent, (6)
"Condo was clean and comfortable. Good bed. Nice to have beach chairs and towels. Beach umbrella would have been a plus. Loved the bbq area. Kitchen had everything we needed. A grill pan for fish and vegetables on tubby would be a suggestion. Dishwasher needs replacing soon. Very old and interior is falling apart. Sliding screen on lanai is not working and some concern about birds coming in. Otherwise I would highly recommend this rental"
Vacation Retreat at Kamaole Sands, Steps from Kamaole Beach III!

New Owner Special!!! Kihei Akahi D213 Ocean View

New Owner Special!!! Kihei Akahi D213 Ocean View

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
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

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 £503 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.