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Vacation rentals in Wailea-Makena

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Top-rated vacation rentals in Wailea-Makena

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

Condo in Kihei
🌈Special! Maui Beach Vacation 1BD Resort- Last min
Ideally located on the alluring southwest coast of Maui, Maui Beach Vacation Club offers easy access to an array of nearby beaches, enticing nightlife and exciting activities. Everything you need for a satisfying visit is here, including wonderful ocean views in select guest rooms. Here at Maui Beach, comfort, convenience and Aloha spirit converge in perfect harmony to ensure you’ll enjoy a memorable island experience. Resort is across street from a beautiful beach! Japanese restaurant onsite
$123 per night
Condo in Kihei
Cozy Apartment near Charley Young Beach in Kihei
Enjoy the convenience of this entire cute apartment near the beaches! Hosted by a Superhost, this comfortable one-bedroom first-floor apartment is a 1-block walk to Cove Park Beach and a 2-block walk to Charley Young Beach. Surfing, shopping, dining, bars, grocery stores are all just blocks away. The apartment's location is a convenient home base for many activities you can walk to in Kihei or drive to elsewhere on Maui. Includes AC, free Wi-Fi, free parking spot, full size washer & dryer!
$223 per night
SUPERHOST
Condo in Kihei
100KContemporaryHawaiian Reno in Wailea-Beach/Golf
Stunning 100K Recent Reno+New Decor for a Hawaiian Beach Vibe. Wailea is one of the most sought after resort addresses on Maui.Here you can relax in the luxury of the beautiful grounds+refreshing swimming pool+spa. World Class Golf+Shopping. Ground flr condo with private wrap around lanai. King Master Bed with a contemporary private bath,2 Uber deluxe pull out Queen bed couches.Short stroll to Keawakapu Beach from condo where you can snorkel or take long tropical beach walks.
$286 per night
SUPERHOST

Vacation rentals for every style

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Stay near Wailea-Makena's top sights

Photo of Willow Stream Spa at Fairmont Kea Lani
Willow Stream Spa at Fairmont Kea Lani5 locals recommend
Photo of Redline Rafting Co.
Redline Rafting Co.10 locals recommend
Photo of Makena Beach
Makena Beach149 locals recommend
Photo of Mana Kai Maui Resort
Mana Kai Maui Resort13 locals recommend
Photo of The Spa at Four Seasons Resort Maui
The Spa at Four Seasons Resort Maui16 locals recommend
Photo of Kamaole Beach Park II
Kamaole Beach Park II201 locals recommend

Other great vacation rentals in Wailea-Makena

Condo in Kihei
Oceanfront Penthouse with Breathtaking Ocean Views
$335 per night
SUPERHOST
Condo in Kihei
🌈🌴NEW Maui Schooner-2 bedroom condo-AC-pool-beach
$125 per night
Condo in Kihei
Pool View Condo at the Maui Vista Resort in Kihei
$245 per night
SUPERHOST
Condo in Kihei
Renovated Studio Directly Across from Ocean
$139 per night
SUPERHOST
Rental unit in Kihei
Cute condo 3 blocks to best beaches in Kihei, Maui
$232 per night
SUPERHOST
Condo in Kihei
Ocean View Condo at the Island Surf bldg in Kihei
$293 per night
SUPERHOST
Condo in Kihei
Maui Banyan Studio Across from Beach
$195 per night
Condo in Kihei
Beautiful 2BR Condo with view at Maui Vista Resort
$282 per night
SUPERHOST
Condo in Kihei
Maui Banyan 1BR With View Across from Beach
$200 per night
Condo in Kihei
Maui Banyan 1-Bedroom Suite sleeps 4
$249 per night
Condo in Kihei
Stylish Ocean View Condo in the Maui Vista Resort
$288 per night
SUPERHOST
Condo in Kihei
1B Maui Vista Condo w/ Beach Access
$196 per night
SUPERHOST

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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