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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
*UPDATED* Wailea Condo in Oceanfront Complex!!
Step into your own private tropical oasis in this fabulous Wailea condo! This adorable 792 square foot, ground floor unit is walking distance to one of the most incredible beaches on Maui with tantalizing turquoise blue waters of the Pacific! This lavish condo boasts an open and airy living space you will love with AC throughout. Relax on the remarkable lanais with a table with seating for four. *Construction noise may be heard from nearby buildings from 8am-5pm Mon. through Fri. from 12/5-23
$424 per night
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Condo in Kihei
Maui's Best - Wailea Ekahi 47A
Ekahi says it all. Don't come all the way to Maui to stay in a bargain space. Unit 47A is a one bedroom (with sleeper sofa), two-bath renovated on the ground floor. This means a larger lanai than upper units. It also means that when you step off that lanai, you step onto A LOT of grass. Our condo is a 5-minute (barefoot) walk to the most wonderful of all Maui beaches; a ten-minute walk to the shops at Wailea. Restaurants nearby. Convenient yet without the road noise.2067153903 Privacy and peace.
$459 per night
Condo in Kihei
Luxury condo • 180° Ocean Views • Steps to Beach
Enjoy panoramic ocean & sunset views year round at Hale Meli (short for "Hale Mahina Meli" or “Honeymoon House” in Hawaiian), a top floor condo with exquisite designer interiors and high-end amenities. Ideally located in Kihei, the condo is right across the street from one of the best beaches on Maui and is walking distance to restaurants, shops and grocery stores. It is also your perfect home base for exploring the rest of Maui, being centrally located on the island.
$496 per night
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Stay near Wailea-Makena's top sights

Photo of Kamaole Beach Park II
Kamaole Beach Park II201 locals recommend
Photo of The Shops at Wailea
The Shops at Wailea222 locals recommend
Photo of Makena Beach
Makena Beach149 locals recommend
Photo of Mākena State Park
Mākena State Park45 locals recommend
Photo of Kamaole Sands
Kamaole Sands3 locals recommend
Photo of Mana Kai Maui Resort
Mana Kai Maui Resort13 locals recommend

Other great vacation rentals in Wailea-Makena

Condo in Wailea-Makena
Spectacular HGTV Inspired Remodel w/ Ocean Views!
$464 per night
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Condo in Kihei
Pool & Hot Tub | Walk to Beach | Luxury Condo
$266 per night
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Condo in Kihei
Newly Remodeled-AC-Ocean Views-Modern Finishes
$399 per night
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Condo in Wailea-Makena
Luxury Condo w/Ocean View (Palms at Wailea)!
$469 per night
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Condo in Wailea-Makena
Enchanting Modern Wailea Vistas
$613 per night
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Condo in Kihei
HaleHokulani
$464 per night
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Condo in Kihei
Maui Kamaole —Remodeled in 2022 —Huge Ocean Views
$434 per night
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Condo in Kihei
180° Panoramic ocean views • Steps to Beach
$380 per night
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Condo in Kihei
4-309 Kamaole Sands**Newly Remodeled** Steps to Kamaole 3 Beach!
$339 per night
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Condo in Kihei
3 min Walk to Beach & Food! w/ Pool & BBQ!
$215 per night
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Condo in Kihei
Stunning Remodel-Well Equipped-Great Location
$299 per night
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Condo in Kihei
Oceanfront Mana Kai Penthouse..Heaven meets Earth!
$625 per night
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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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