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

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
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Wailea-Makena vacation rentals

Exterior

1. Signature Residences at Maui Banyan

Signature Residences at Maui Banyan
3.5 star property
South Kihei
8.8 out of 10, Excellent, (37 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 NT$1,503
NT$16,357 total
includes taxes & fees
Sep 7 - Sep 8
Signature Residences at Maui Banyan
Outdoor pool

2. Aston Maui Hill

Aston Maui Hill
3.0 star property
South Kihei
9.0 out of 10, Wonderful, (967 reviews)
"Dennis and the entire staff made our trip so enjoyable. We will forever have a special place in our hearts for this place. Celebrated our 10 year wedding anniversary here!"
United States
Arleen
The price is NT$9,706
NT$11,522 total
includes taxes & fees
Oct 7 - Oct 8
Aston Maui Hill
Deluxe Apartment, Partial Ocean View | Balcony

3. The Residences at Kamaole Sands Resort

The Residences at Kamaole Sands Resort
4.5 star property
South Kihei
10.0 out of 10, Exceptional, (5 reviews)
"Bonus was there were beach chairs, towels and an umbrella. We only used two chairs as our family were busy snorkeling or boarding away while 1-2 sat out and rested. Clean, right down from beach park 3...stocked pantry got some add-ons and pots and pans enough to allow us making most of our meals. Great times and great communication from host. Thanks! Lucas"
United States
George Lucas
The price is NT$2,940
NT$19,428 total
includes taxes & fees
Sep 9 - Sep 10
The Residences at Kamaole Sands Resort
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Wailea-Makena Hotel Reviews

Aston Maui Hill

Aston Maui Hill

10/10 Excellent
"Clean room. Staff were pleasant. 10-15 minutes walk to beach."
Dennis J 3-night trip
Posted 11 hours ago
Aston Maui Hill

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!

Explore a world of travel with Expedia