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Vacation rentals in Wailea-Makena

Vacation rentals in Wailea-Makena

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Wailea-Makena

Guests agree: these stays are highly rated for location, cleanliness, and more.

Ocean View 1BR @ The Shores of Maui upscale style
SUPERHOSTEntire condominium · 2 guests · 1 bed · 1 bath
Ocean View 1BR @ The Shores of Maui upscale style

A Superhost will provide you this modern-style upgraded condo directly across from Cove Park Beach. Located within The Shores of Maui resort in Kihei on sunny South Maui, this condo is situated right above a sparkling pool with a lanai that boasts gorgeous views of the ocean and sunset skies!! Your ocean view faces West overlooking out onto the premiere spot in Kihei for surfers and paddleboarders, which serves as a scenic backdrop for a relaxing vacation.

What guests are saying:

“My stay at Thomas's spot was fantastic!! The location was excellent, loved breakfast on the lanai. Other than some minor door issues, the condo was great and my trip was much better than I expected!! Thank You, Steve Semrau”

Victorian Villa by Wailea with 180' ocean views
SUPERHOSTEntire guesthouse · 4 guests · 3 beds · 1 bath
Victorian Villa by Wailea with 180' ocean views

Stunning sunsets, private pool, gentle breeze in a garden estate designed by artist Daniel Merriam of Sausalito. Professionally cleaned and sanitized between every guest stay. Cal king bed, second bedroom with two singles. Open plan living, large view deck. Keawakapu beach 5 minutes away. You're apart from tourist crowds. Hawaii State taxes of 14.25% are included. No resort fee! The cottage has a Maui Bed and Breakfast permit. Your reservation is secure.

HGTV Inspired Remodel! Ocean View & min. to beach!
SUPERHOSTEntire condominium · 6 guests · 3 beds · 2 baths
HGTV Inspired Remodel! Ocean View & min. to beach!

Located in Grand Champions Villas in the luxury, resort community of Wailea. Newly renovated and decorated. Guests can enjoy the spacious and comfortable condo that has everything you should need for your trip--including Netflix, Hulu, & HBO NOW. Fully remodeled in April 2017!

What guests are saying:

“Ashely’s place was so lovely! It’s well updated and decorated and was very clean. It was comfortable and spacious for our family of 6 (with the comfortable pull out sofa). We all loved the green and tropical landscape on the lanai, eating breakfast and listening to the birds! Nice to have a well equipped kitchen and bbq grills just across the parking/drive way at the pool, lots of great beach equipment, amazing bathrooms/showers, and comfortable beds and bedding, and full size washer dryer (took us a bit to find it...in closet out on the lanai.) Air conditioners and fans in each room saved us as we acclimated from Alaska! We would definitely recommend this place!”

Holiday rentals for every style

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Popular amenities for Wailea-Makena holiday rentals

  • Kitchen
  • Wi-Fi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great holiday rentals in Wailea-Makena

Luxury Oceanfront ★ Designer Condo with Huge Views
SUPERHOSTEntire condominium
Luxury Oceanfront ★ Designer Condo with Huge Views
Price:$279 AUD / night
Beautiful 2BR Condo with view at Maui Vista Resort
SUPERHOSTEntire condominium
Beautiful 2BR Condo with view at Maui Vista Resort
Price:$405 AUD / night
VIEWS VIEWS VIEWS ~ OCEANFRONT island living
SUPERHOSTEntire condominium
VIEWS VIEWS VIEWS ~ OCEANFRONT island living
Price:$125 AUD / night
2 BR Condo 2 Blocks to Best Beaches in Kihei Maui
SUPERHOSTEntire condominium
2 BR Condo 2 Blocks to Best Beaches in Kihei Maui
Price:$209 AUD / night
Newly Remodeled Spectacular Oceanfront Condo!
SUPERHOSTEntire condominium
Newly Remodeled Spectacular Oceanfront Condo!
Price:$115 AUD / night
Nice Condo in Kihei Akahi Resort at Kamaole Beach
SUPERHOSTEntire condominium
Nice Condo in Kihei Akahi Resort at Kamaole Beach
Price:$195 AUD / night
Gorgeous Luxury Wailea Condo! BEST Ocean Views!!
SUPERHOSTEntire condominium
Gorgeous Luxury Wailea Condo! BEST Ocean Views!!
Price:$279 AUD / night
Oceanfront Penthouse with Breathtaking Ocean Views
SUPERHOSTEntire condominium
Oceanfront Penthouse with Breathtaking Ocean Views
Price:$221 AUD / night
Steps to Maui's Charley Young Beach, Condo Apt #6
SUPERHOSTEntire condominium
Steps to Maui's Charley Young Beach, Condo Apt #6
Price:$143 AUD / night
Stylish Condo at Maui Vista Resort with Ocean View
SUPERHOSTEntire condominium
Stylish Condo at Maui Vista Resort with Ocean View
Price:$209 AUD / night
Beautiful & Spacious Wailea Condo!! Walk to beach
SUPERHOSTEntire condominium
Beautiful & Spacious Wailea Condo!! Walk to beach
Price:$279 AUD / night
Steps to Maui's Charley Young Beach, Condo Apt #1
SUPERHOSTEntire condominium
Steps to Maui's Charley Young Beach, Condo Apt #1
Price:$159 AUD / night
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