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Wailea-Makena vacation rentals

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Top-rated vacation rentals in Wailea-Makena

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

Condo in Kihei
Stunning Remodel-Well Equipped-Great Location
Book with confidence this brand new, stunning remodeled, 1 bedroom, 1 bathroom (655 sq. ft) condo that provides an exceptional vacation experience. The condo offers tremendous value with it's beautiful level of finishes, and location. Everything in the unit is brand new. PMI Maui manages many units in South Maui. Please let us know if you are interested in any of our units and we will send you the Airbnb link to view all of our listings and reviews.
$256 per night
Condo in Kihei
Newly Remodeled-AC-Ocean Views-Modern Finishes
Book with confidence, Wailea Ekahi 18F is a brand new luxurious condo. We are committed to provide our guests a clean and sanitized unit, by following enhanced cleaning protocols developed by experts in the health and hospitality industry. The condo's great location coupled with a large lanai, along with the beautiful ocean and garden views, make this the perfect condo.
$399 per night
Condo in Wailea-Makena
Gorgeous Luxury Wailea Condo! BEST Ocean Views!!
This condo is located in Wailea Ekolu in the well-known luxury resort community of Wailea. It offers a beautiful space for you to unwind after you spend all day taking in the sunshine around the island. Sit and enjoy your coffee whilst taking in our amazing views and when the sun goes down, watch your favorite shows on ‭our smart tvs!
$499 per night

Stay near Wailea-Makena's top sights

Photo of Kamaole Beach Park II
Kamaole Beach Park II201 locals recommend
Photo of Makena Beach
Makena Beach149 locals recommend
Photo of The Shops at Wailea
The Shops at Wailea222 locals recommend
Photo of Mākena State Park
Mākena State Park45 locals recommend
Photo of Kamaole Sands
Kamaole Sands3 locals recommend
Photo of Fairmont Kea Lani - Maui
Fairmont Kea Lani - Maui5 locals recommend

Other great vacation rentals in Wailea-Makena

Condo in Kihei
Ocean View Condo at the Island Surf bldg in Kihei
$249 per night
Condo in Kihei
Kihei Akahi D308-Remodeled-Ocean Views-AC
$231 per night
Condo in Kihei
Maui Kamaole —Remodeled in 2022 —Huge Ocean Views
$281 per night
Condo in Wailea
Wailea Gem-Remodeled Ocean View
$390 per night
Condo in Kihei
Renovated*Direct Walk out to the Pool and Ocean!
$214 per night
Condo in Wailea-Makena
Tiki Tiki - A Gorgeous Boho Beach Hideaway!
$450 per night
Condo in Kihei
Experiance Aloha and Magnificent Sunsets
$260 per night
Condo in Kihei
Cozy & Clean studio across from the perfect beach!
$169 per night
Condo in Kihei
Fun Updated Ocean View Condo at Maui Vista Resort
$246 per night
Condo in Kihei
Maui's Best - Wailea Ekahi 47A
$319 per night
Condo in Kihei
Luxury Condo in Wailea Ekahi w/Direct Beach Access
$299 per night
Condo in Kihei
Beautiful Ocean Views In Maui Kamaole.
$254 per night

Stays in Wailea

Condo in Kihei
Ocean View Condo: Cozy & Fun at The Shores of Maui
$285 per night
Condo in Wailea-Makena
Spectacular HGTV Inspired Remodel w/ Ocean Views!
$464 per night
Condo in Kihei
Kihei Akahi C304-Newly Remodeled-Well Equipped-AC
$219 per night
Condo in Wailea-Makena
Aloha Moon - The Honeymoon Hideaway
$475 per night

Your guide to Wailea-Makena

All About Wailea-Mākena

Located on the southern shore of the Hawaiian island of Maui, Wailea is a resort area famous for its white-sand beaches, sprawling golf courses, and relaxing spas. Wailea-Mākena provides a great base for visiting southern Maui’s sandy shores, such as the nearby Wailea Beach, which is just a short walk from town, or Mākena Beach, where you can go for a refreshing swim or explore the pristine coastline by paddleboard or kayak.

You can also find many interesting natural attractions nearby, such as La Perouse Bay or Ahihi-Kinau Natural Area Reserve, which is teeming with marine life. Take a break from the sun and water by visiting the Shops at Wailea, a complex that features 70 retail stores — art galleries, boutiques selling Hawaiian shirts and water-sports gear —and restaurants serving creative takes on local mahi mahi and deep-water ahi tuna.

When is the best time to stay in a vacation rental in Wailea-Makena?

Thanks to Maui’s consistent heat all year round, this is a great place to visit at any time. During the summer, the days are long, hot, and sometimes muggy, which is why many travelers cool off in the crystal-clear water found on Maui’s beaches.

During the spring and fall, the crowds thin out, making this a great time to visit if you want to have the beaches and hiking trails all to yourself. While the clouds gather overhead more frequently in the winter and the region sees a higher amount of rain, the warm weather remains, and showers are generally quick to come and go. Winter is also the best time to visit if you’re interested in whale watching or driving along Maui’s Road to Hana, a winding road famous for its waterfall hikes and lush greenery.

What are the top things to do in Wailea-Makena?

Mākena State Park

Mākena Beach State Park, on the south side of town, is home to one of the largest undeveloped beaches on Maui. This stretch of shoreline, commonly referred to as “Big Beach,” features glistening white sand and cerulean waters surrounded by native kiawe forests and mango groves. Wander inland and you can hike up the 360-foot-tall Pu’u Olai, a dormant volcanic cinder cone, where you can survey the coastline from on high.

Ahihi-Kinau Natural Area Reserve

Located less than a 10-minute drive from Mākena State Park, this marine reserve offers one of the area’s best snorkeling spots. The ocean floor is covered by a coastal lava field intermixed with coral, making it a popular home for many different species of tropical fish, including butterfly fish, parrotfish, surgeonfish, and turtles. At the reserve, you can snorkel directly from the shoreline.

La Perouse Bay

Just 20 minutes south of Wailea-Mākena, La Perouse Bay is outlined by lush green vegetation and jagged lava rock formations, created when the now-dormant Haleakalā Volcano last erupted in 1790. Now the blackened lava rocks shelter numerous tide pools. If you’d like to peer in at the marine creatures living there, bring shoes with thick soles, as lava rock has many sharp edges.

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