Wailea-Makena Vacation Rentals

  • 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 vacation rentals

Grand Champions by KBM

Grand Champions by KBM
3.5 star property
Wailea
10.0 out of 10, Exceptional, (3 reviews)
"We loved it!! "
United States
Tyler
The price is P88,849
P141,601 total
includes taxes & fees
Apr 23 - Apr 24
Grand Champions by KBM

Aston Maui Hill

Aston Maui Hill
3.0 star property
South Kihei
9.0 out of 10, Wonderful, (892 reviews)
"We really enjoyed the pool & hot tub area. The staff was very friendly & helpful & everything was great, we really enjoyed our stay at Maui Hill."
United States
Kelly
The price is P16,747
P19,881 total
includes taxes & fees
Apr 26 - Apr 27
Aston Maui Hill

Palms 501 2 Bedroom Condo

Palms 501 2 Bedroom Condo
3.0 star property
Wailea
The price is P22,373
P74,789 total
includes taxes & fees
Apr 17 - Apr 18
Palms 501 2 Bedroom Condo

Signature Residences at Maui Banyan

Signature Residences at Maui Banyan
3.5 star property
South Kihei
8.8 out of 10, Excellent, (18 reviews)
"Perfect location, clean room, and friendly staff! "
United States
Krystel
The price is P3,481
P32,379 total
includes taxes & fees
Apr 11 - Apr 12
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, (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 P6,935
P39,875 total
includes taxes & fees
Apr 9 - Apr 10
The Residences at Kamaole Sands Resort

Kamaole Sands Condos Close to Beach with Parking

Kamaole Sands Condos Close to Beach with Parking
3.5 star property
South Kihei
9.4 out of 10, Exceptional, (3 reviews)
"Clean property nice room good location"
United States
Richard
The price is P10,504
P31,198 total
includes taxes & fees
May 4 - May 5
Kamaole Sands Condos Close to Beach with Parking

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 P233,513
P311,269 total
includes taxes & fees
Apr 27 - Apr 28
Polo Beach Club POL-109 by KBM

Yonegan Maui Getaways - Haiku

Yonegan Maui Getaways - Haiku
3.0 star property
Haiku
9.0 out of 10, Wonderful, (28 reviews)
"The location was great, especially if you plan to see the whole island! Easy check in and check out. Clean place."
United States
Weronika
The price is P9,002
P19,690 total
includes taxes & fees
Apr 14 - Apr 15
Yonegan Maui Getaways - Haiku

Kuau Plaza Paia Condo with Parking

Kuau Plaza Paia Condo with Parking
3.0 star property
Paia
The price is P20,108
P40,618 total
includes taxes & fees
May 3 - May 4
Kuau Plaza Paia Condo with Parking

Menehune Shores 227 2 Bedroom Condo

Menehune Shores 227 2 Bedroom Condo
3.5 star property
North Kihei
The price is P16,853
P61,366 total
includes taxes & fees
Apr 11 - Apr 12
Menehune Shores 227 2 Bedroom Condo

Royal Lahaina Bungalows & Spa

Royal Lahaina Bungalows & Spa
5.0 star property
Lahaina
9.4 out of 10, Exceptional, (9 reviews)
"Clean room and staff is super friendly. Would stay here again "
United States
Rene
The price is P20,583
P27,620 total
includes taxes & fees
Apr 30 - May 1
Royal Lahaina Bungalows & Spa

The Kalama Residence

The Kalama Residence
3.0 star property
South Kihei
8.0 out of 10, Very Good, (3 reviews)
"My stay was okay. "
United States
Rosalba
The price is P6,929
P39,747 total
includes taxes & fees
Apr 12 - Apr 13
The Kalama Residence

Stunning South Maui Condo w/ Lanai by Beach!

Stunning South Maui Condo w/ Lanai by Beach!
3.5 star property
North Kihei
The price is P7,023
P23,064 total
includes taxes & fees
Apr 16 - Apr 17
Stunning South Maui Condo w/ Lanai by Beach!

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 P21,167
P42,254 total
includes taxes & fees
Apr 14 - Apr 15
2BR/2BA Oceanfront Condo in Maui Sunset

Luana Kai C210 2 Bedroom Condo

Luana Kai C210 2 Bedroom Condo
3.0 star property
Central Kihei
The price is P16,344
P60,455 total
includes taxes & fees
Apr 15 - Apr 16
Luana Kai C210 2 Bedroom Condo

Maui Vista 1315 1 Bedroom Condo

Maui Vista 1315 1 Bedroom Condo
3.0 star property
South Kihei
The price is P13,076
P42,839 total
includes taxes & fees
Apr 12 - Apr 13
Maui Vista 1315 1 Bedroom Condo

Maui Vista 3307 1 Bedroom Condo

Maui Vista 3307 1 Bedroom Condo
3.0 star property
South Kihei
The price is P12,931
P42,578 total
includes taxes & fees
Apr 19 - Apr 20
Maui Vista 3307 1 Bedroom Condo

Kihei Ali'i Kai Condos with Free Parking

Kihei Ali'i Kai Condos with Free Parking
4.0 star property
South Kihei
9.2 out of 10, Wonderful, (30 reviews)
"We absolutely loved our stay! We appreciated the full kitchen, washer/dryer, and the beautiful patio!"
United States
Brittany Rose
The price is P10,624
P28,658 total
includes taxes & fees
Apr 13 - Apr 14
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
10.0 out of 10, Exceptional, (5 reviews)
"Easy access to the beach, nice kitchen, view of the water"
United States
Phillip J
The price is P10,564
P29,442 total
includes taxes & fees
May 5 - May 6
Waiohuli Beach Hale Ocean View Condos with Parking

Menehune Shores 601 2 Bedroom Condo

Menehune Shores 601 2 Bedroom Condo
3.0 star property
North Kihei
Menehune Shores 601 2 Bedroom 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!