Wailea-Makena Holiday Rentals

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Our top choices for Wailea-Makena holiday rentals

Aston Maui Hill

Aston Maui Hill
3.0 star property
South Kihei
9.0 out of 10, Wonderful, (876 reviews)
"The location was great, staff provided clean towels and bedding daily. "
United States
Christine
The price is AU$687
includes taxes & fees
10 Mar - 11 Mar
Aston Maui Hill

Signature Residences at Maui Banyan

Signature Residences at Maui Banyan
4.5 star property
South Kihei
8.0 out of 10, Very good, (11 reviews)
"Perfect location, clean room, and friendly staff! "
United States
Krystel
The price is AU$861
includes taxes & fees
11 Feb - 12 Feb
Signature Residences at Maui Banyan

The Residences at Kamaole Sands Resort

The Residences at Kamaole Sands Resort
4.5 star property
South Kihei
10.0 out of 10, Exceptional, (1 review)
"Upscale and incredibly comfortable. This felt like a true upgrade from standard condos. The memory foam beds were heavenly, and the AC kept the place perfectly cool. We really appreciated the fast WiFi and having Netflix on the TV for relaxing evenings. Great gym onsite, too. We’ll definitely be back!"
United States
Sophie
The price is AU$1,258
includes taxes & fees
4 Mar - 5 Mar
The Residences at Kamaole Sands Resort

Wailea Ekahi One Bedrooms - Garden View by Coldwell Banker Island Vacations

Wailea Ekahi One Bedrooms - Garden View by Coldwell Banker Island Vacations
3.0 star property
Wailea
10.0 out of 10, Exceptional, (1 review)
"Beautiful place"
United States
Armando
The price is AU$1,931
includes taxes & fees
17 Feb - 18 Feb
Wailea Ekahi One Bedrooms - Garden View by Coldwell Banker Island Vacations

1206 The Palms-Wailea. Owner Direct. Car available. The reviews say it all!

1206 The Palms-Wailea. Owner Direct. Car available. The reviews say it all!
Wailea
10.0 out of 10, Exceptional, (61 reviews)
"THE HOME WAS BEAUTIFUL AND CLOSE TO EVERYTHING WE WANTED - JOHN WAS ALWAYS AVAILABLE AND VERY HELPFUL!!!"
United States
Teri M.
The price is AU$1,466
includes taxes & fees
12 Feb - 13 Feb
1206 The Palms-Wailea. Owner Direct. Car available. The reviews say it all!

ONE BEDROOM OCEAN VIEW

ONE BEDROOM OCEAN VIEW
South Kihei
10.0 out of 10, Exceptional, (3 reviews)
"Liked location. "
United States
Patricia
The price is AU$717
includes taxes & fees
7 Mar - 8 Mar
ONE BEDROOM OCEAN VIEW

Quaint and Attractive Maui Condo

Quaint and Attractive Maui Condo
South Kihei
7.6 out of 10, Good, (19 reviews)
"Nice and nice location "
United States
Jim A.
The price is AU$886
includes taxes & fees
7 Mar - 8 Mar
Quaint and Attractive Maui Condo

Maui Tropical Oasis_Maui Banyan MBH306

Maui Tropical Oasis_Maui Banyan MBH306
South Kihei
9.6 out of 10, Exceptional, (21 reviews)
"Kitchen setup was great stools fit our needs perfectly."
United States
Blaine I.
The price is AU$1,011
includes taxes & fees
10 Mar - 11 Mar
Maui Tropical Oasis_Maui Banyan MBH306

Maui Vista 3210 Wonderful unit With New Split AC, Low VO and New Paint and Carpet

Maui Vista 3210 Wonderful unit With New Split AC, Low VO and New Paint and Carpet
Wailea
8.6 out of 10, Excellent, (38 reviews)
"Clean room and everything you need for a beach stay. "
United States
Glenn
The price is AU$820
includes taxes & fees
6 Mar - 7 Mar
Maui Vista 3210 Wonderful unit With New Split AC, Low VO and New Paint and Carpet

Tropical Paradise in Luxurious 1br, 2ba Ground Floor Unit, Garden View, Palms 801

Tropical Paradise in Luxurious 1br, 2ba Ground Floor Unit, Garden View, Palms 801
3.5 star property
Wailea
The price is AU$1,199
includes taxes & fees
4 Mar - 5 Mar
Tropical Paradise in Luxurious 1br, 2ba Ground Floor Unit, Garden View, Palms 801

Beautiful Ocean View Studio at Kihei Akahi

Beautiful Ocean View Studio at Kihei Akahi
South Kihei
10.0 out of 10, Exceptional, (13 reviews)
"Happy.Would come again. 5 min walk to the beach."
United States
lloyd i.
The price is AU$737
includes taxes & fees
19 Feb - 20 Feb
Beautiful Ocean View Studio at Kihei Akahi

Grand Champions Condos by KBM

Grand Champions Condos by KBM
3.5 star property
Wailea
10.0 out of 10, Exceptional, (3 reviews)
"We loved it!! "
United States
Tyler
The price is AU$5,484
includes taxes & fees
13 Feb - 14 Feb
Grand Champions Condos by KBM

Across from Kamaole 2 Beach, concrete building, well maintained.

Across from Kamaole 2 Beach, concrete building, well maintained.
South Kihei
10.0 out of 10, Exceptional, (155 reviews)
"My wife and I have stayed multiple times. As usual everything was top shelf! Excellent location close to many restaurants & beaches. Great swimming pool and the condo is well equipped with everything you need for a great stay!"
United States
Gary T.
The price is AU$607
includes taxes & fees
11 Feb - 12 Feb
Across from Kamaole 2 Beach, concrete building, well maintained.

COMPLETE REMODEL! BRAND NEW EVERYTHING!!! AC and POOL!

COMPLETE REMODEL! BRAND NEW EVERYTHING!!! AC and POOL!
Wailea
9.8 out of 10, Exceptional, (116 reviews)
"Really nice place, had everything we need, great location, easy access to beach, near some nice restaurants, and we were totally surprised by having all the beach chairs and boogie boards, etc....Wonderful place for a vacation."
United States
Brian B.
The price is AU$1,043
includes taxes & fees
9 Mar - 10 Mar
COMPLETE REMODEL! BRAND NEW EVERYTHING!!! AC and POOL!

Beautiful 2 Bed 2 Bath at Maui Kamaole

Beautiful 2 Bed 2 Bath at Maui Kamaole
South Kihei
The price is AU$1,382
includes taxes & fees
22 Feb - 23 Feb
Beautiful 2 Bed 2 Bath at Maui Kamaole

Beautiful Oceanfront Ohana: Fabulous Views, Pool, A/C, Best Beach & WOW Sunsets

Beautiful Oceanfront Ohana: Fabulous Views, Pool, A/C, Best Beach & WOW Sunsets
South Kihei
10.0 out of 10, Exceptional, (20 reviews)
"We enjoyed our time at Frankie, Jonas and Leonie home. They have done a great job in creating a welcoming space, and it showed. The views were unforgettable and beautiful. The common space was cozy and entertaining. Overall it was a 5-star experience. We hope to be back! Would recommend. Mahalo "
United States
Sebastian S.
The price is AU$1,375
includes taxes & fees
6 Mar - 7 Mar
Beautiful Oceanfront Ohana: Fabulous Views, Pool, A/C, Best Beach & WOW Sunsets

Serene Luxury Golf & Tennis Villa - outdoor pools, hot tub, bbq

Serene Luxury Golf & Tennis Villa - outdoor pools, hot tub, bbq
Wailea
10.0 out of 10, Exceptional, (16 reviews)
"Excellent stay despite the storms. Andrei checked in regularly, the condo was spotless and there were countless extras that made our stay so relaxing"
United States
Anonymous traveller
The price is AU$1,688
includes taxes & fees
11 Mar - 12 Mar
Serene Luxury Golf & Tennis Villa - outdoor pools, hot tub, bbq

Kihei Akahi Resort D114 Partial Oceanview Paradise

Kihei Akahi Resort D114 Partial Oceanview Paradise
South Kihei
9.6 out of 10, Exceptional, (14 reviews)
"Surprisingly, one the best places on Maui!"
United States
Barbara S.
The price is AU$866
includes taxes & fees
23 Feb - 24 Feb
Kihei Akahi Resort D114 Partial Oceanview Paradise

Newly Remodeled Directly Across the Street from Kamaole 3 Beach

Newly Remodeled Directly Across the Street from Kamaole 3 Beach
South Kihei
10.0 out of 10, Exceptional, (22 reviews)
"Amazing location and condo. It had everything we needed for our stay - boogie boards, snorkel sets, beach chairs, and coolers. The lanai was great for sunrise breakfasts. The ACs kept all the rooms cool. We loved the place!"
United States
Sam B.
The price is AU$1,226
includes taxes & fees
14 Feb - 15 Feb
Newly Remodeled Directly Across the Street from Kamaole 3 Beach

Maui Condo Steps from the Beach--Mountain Views and Partial Ocean View

Maui Condo Steps from the Beach--Mountain Views and Partial Ocean View
South Kihei
10.0 out of 10, Exceptional, (82 reviews)
"Great location across from Kam III beach with its fabulous snorkeling. The condo is well laid out with bedrooms on opposite sides to allow for privacy. The kitchen has a good selection of pots and pans and equipment. Bring a travel kit of your own spices if you plan to cook a lot. "
United States
Michelle N.
The price is AU$1,016
includes taxes & fees
23 Feb - 24 Feb
Maui Condo Steps from the Beach--Mountain Views and Partial Ocean View
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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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$687 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.