A coastal landscape with rocky cliffs, a body of water, and a distant mountain range under a cloudy sky.

Search Holiday Rentals in Wailea-Makena

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Wailea-Makena holiday rentals

Makena Surf - CoralTree Residence Collection

Makena Surf - CoralTree Residence Collection
4.0 star property
Wailea
9.4 out of 10, Exceptional, (116 reviews)
"Most beautiful view"
United States
Vesselina
The price is ฿28,031
฿42,191 total
includes taxes & fees
14 Aug - 15 Aug
Makena Surf - CoralTree Residence Collection

Aston Maui Hill

Aston Maui Hill
3.0 star property
South Kihei
9.0 out of 10, Wonderful, (943 reviews)
"Great stay. Grounds were nice and clean. Staff was friendly. I would stay there again."
United States
Douglas Paul Zwerner or Laura
The price is ฿9,496
฿11,273 total
includes taxes & fees
19 Jul - 20 Jul
Aston Maui Hill

Grand Champions by KBM

Grand Champions by KBM
3.5 star property
Wailea
10.0 out of 10, Exceptional, (4 reviews)
"Clean everything great time great location! "
United States
Sean
The price is ฿63,291
฿97,116 total
includes taxes & fees
11 Aug - 12 Aug
Grand Champions by KBM

Signature Residences at Maui Banyan

Signature Residences at Maui Banyan
3.5 star property
South Kihei
8.8 out of 10, Excellent, (33 reviews)
"Thank you for hosting us! The place was very clean and the location was fantastic, close to the beach, shops and restaurants!"
United States
Julie
The price is ฿1,702
฿17,590 total
includes taxes & fees
17 Jul - 18 Jul
Signature Residences at Maui Banyan

Kamaole Sands Condos Close to Beach with Parking

Kamaole Sands Condos Close to Beach with Parking
3.5 star property
South Kihei
9.6 out of 10, Exceptional, (4 reviews)
"Clean property nice room good location"
United States
Richard
The price is ฿8,639
฿22,340 total
includes taxes & fees
21 Jul - 22 Jul
Kamaole Sands Condos Close to Beach with Parking

The Residences at Kamaole Sands Resort

The Residences at Kamaole Sands Resort
4.5 star property
South Kihei
10.0 out of 10, Exceptional, (2 reviews)
"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 ฿5,448
฿25,596 total
includes taxes & fees
19 Jul - 20 Jul
The Residences at Kamaole Sands Resort

Wailea Elua- CoralTree Residence Collection

Wailea Elua- CoralTree Residence Collection
3.5 star property
Wailea
9.6 out of 10, Exceptional, (256 reviews)
"Amazing trip"
United States
tammie
The price is ฿19,731
฿36,794 total
includes taxes & fees
20 Jul - 21 Jul
Wailea Elua- CoralTree Residence Collection

Polo Beach Club POL-109 by KBM

Polo Beach Club POL-109 by KBM
3.5 star property
Wailea
8.0 out of 10, Very good, (1 review)
"The property location was exactly what we wanted, easy access to the Wailea beachfront walking path and directly on the beach. We had a great time but if you are considering this place you need to go in with your eyes wide open. It was very pricey for how tired this unit is. It badly needs a full renovation. The tile is from the 1980's, the carpet is gross and crunchy. When we arrived late, it appeared someone had tried to break in the sliding doors and that set off numerous R&M emails...
Canada
PAMELA
The price is ฿224,651
฿287,517 total
includes taxes & fees
29 Jul - 30 Jul
Polo Beach Club POL-109 by KBM

Royal Lahaina Bungalows & Spa

Royal Lahaina Bungalows & Spa
5.0 star property
Lahaina
7.8 out of 10, Good, (19 reviews)
"Place was beautiful and I really enjoyed the live music under the stats every night"
United States
AURA MARINA
The price is ฿12,724
฿16,883 total
includes taxes & fees
19 Jul - 20 Jul
Royal Lahaina Bungalows & Spa

2 Mi to Hana Hwy: Haiku Home w/ Ocean Views!

2 Mi to Hana Hwy: Haiku Home w/ Ocean Views!
3.0 star property
Haiku
2 Mi to Hana Hwy: Haiku Home w/ Ocean Views!

Yonegan Maui Getaways - Haiku

Yonegan Maui Getaways - Haiku
3.0 star property
Haiku
8.8 out of 10, Excellent, (35 reviews)
"Large room and bathroom. Nice little kitchen area. We had a room with two balconies so great air flow through to cool the room. Beautiful area of Hawaii to explore"
Canada
Amanda
The price is ฿4,725
฿10,632 total
includes taxes & fees
28 Jul - 29 Jul
Yonegan Maui Getaways - Haiku

Kuau Plaza Paia Condo with Parking

Kuau Plaza Paia Condo with Parking
3.0 star property
Paia
The price is ฿19,512
฿35,084 total
includes taxes & fees
17 Jul - 18 Jul
Kuau Plaza Paia Condo with Parking

The Ocean View Residence

The Ocean View Residence
3.0 star property
South Kihei
10.0 out of 10, Exceptional, (1 review)
"Very nice condo for a longer-term stay. We loved being able to cook. "
United States
John
The price is ฿3,140
฿20,664 total
includes taxes & fees
3 Aug - 4 Aug
The Ocean View Residence

2BR/2BA Oceanfront Condo in Maui Sunset

2BR/2BA Oceanfront Condo in Maui Sunset
3.5 star property
Central Kihei
8.0 out of 10, Very good, (1 review)
The price is ฿22,065
฿36,918 total
includes taxes & fees
23 Jul - 24 Jul
2BR/2BA Oceanfront Condo in Maui Sunset

Kihei Ali'i Kai Condos with Free Parking

Kihei Ali'i Kai Condos with Free Parking
4.0 star property
South Kihei
9.4 out of 10, Exceptional, (45 reviews)
"We had a wonderful stay at this condo. It was clean, spacious, and well equipped with everything we needed. The kitchen was very convenient, and the location was great. We especially appreciated how comfortable and well maintained the condo was. We would definitely stay here again."
United States
Nataliia
The price is ฿7,702
฿19,438 total
includes taxes & fees
19 Jul - 20 Jul
Kihei Ali'i Kai Condos with Free Parking

Waiohuli Beach Hale Ocean View Condos with Parking

Waiohuli Beach Hale Ocean View Condos with Parking
3.0 star property
Central Kihei
9.8 out of 10, Exceptional, (6 reviews)
"Grounds were beautiful. Beach view and access great. Quality of condo was in need of refreshing. Some broken doors, and in need of repair. The condo was clean."
United States
Eric
The price is ฿7,724
฿19,496 total
includes taxes & fees
21 Jul - 22 Jul
Waiohuli Beach Hale Ocean View Condos with Parking

Ocean-view Kihei Condo w/ Lanai: Steps to Beach!

Ocean-view Kihei Condo w/ Lanai: Steps to Beach!
3.0 star property
North Kihei
The price is ฿7,523
฿26,000 total
includes taxes & fees
18 Jul - 19 Jul
Ocean-view Kihei Condo w/ Lanai: Steps to Beach!

Lanai & Steps to Beach! Stunning South Maui Condo

Lanai & Steps to Beach! Stunning South Maui Condo
3.5 star property
North Kihei
The price is ฿5,123
฿13,376 total
includes taxes & fees
6 Aug - 7 Aug
Lanai & Steps to Beach! Stunning South Maui Condo
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Wailea-Makena Hotel Reviews

Find out more about Wailea-Makena

Search for holiday rentals in Wailea-Makena on Expedia! You can easily find your home rentals, villas, holiday apartments in Wailea-Makena using one of the methods below:

  • View our selection of featured holiday rentals in Wailea-Makena
  • Use the map to find apartments and other holiday homes in the Wailea-Makena neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Wailea-Makena while they last

Look no further and take a look at our great range of rental properties in Wailea-Makena!