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Vacation rentals in Wailea-Makena
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Top-rated vacation rentals in Wailea-Makena
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Condo in Kihei
4.86 out of 5 average rating, 14 reviews•Luxurious • Ocean Views • 2 Lanais• Pickleball
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Condo in Kihei
5 out of 5 average rating, 54 reviewsLuxe 2bed Wailea, beach, ocean view, spa, golf
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Condo in Kihei
4.97 out of 5 average rating, 33 reviewsMana Kai Palms: Oceanfront Resort ~Keawakapu Beach
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Condo in Wailea
4.92 out of 5 average rating, 26 reviewsGorgeous Condo in Wailea Ekahi Village!
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Condo in Kihei
4.98 out of 5 average rating, 54 reviewsPURE ELEGANCE*OCEANVIEW Renovated Condo in WAILEA
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Condo in Wailea
5 out of 5 average rating, 41 reviewsAmazing Ocean Views at Wailea Ekolu. 2023 Remodel!
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Condo in Wailea-Makena
5 out of 5 average rating, 47 reviewsWailea Surf Shack: Golf, shopping & beaches!
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Condo in Kihei
5 out of 5 average rating, 19 reviewsWailea Ekolu Ocean Suite with AC and Ocean Views
Quick stats about vacation rentals in Wailea-Makena
Total rentals
1.8K properties
Nightly prices starting at
$70 before taxes and fees
Total number of reviews
44K reviews
Family-friendly rentals
1K properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
1.7K properties have a pool
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.
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.
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.
Frequently Asked Questions
How is the weather in Wailea-Makena?
Wailea-Makena enjoys tropical weather year-round, with average temperatures ranging from 67°F (20°C) to 88°F (31°C). Rain is uncommon, making for bright, sunny days perfect for beach activities.
What are some of the best things to do in Wailea-Makena?
Visitors to Wailea-Makena frequently enjoy swimming at Big Beach, golfing at the Wailea Golf Club, or exploring the underwater wildlife during a snorkeling trip at Molokini Crater.
What is the best time of year to visit Wailea-Makena?
The most popular time to visit Wailea-Makena is between December and April. In this period, events like the Maui Film Festival and whale-watching season draw many visitors.
What are the best places to stay in Wailea-Makena?
The area is home to a selection of upscale resorts in Wailea, while Makena provides a quieter setting. The neighborhoods of Kihei and Maalaea are also well-liked spots to stay.
What are the best places to visit in Wailea-Makena?
Popular places to visit in Wailea-Makena include the Shops at Wailea, the stunning Wailea Beach, and the Hawaiian Islands Humpback Whale National Marine Sanctuary.
What are some hiking trails in Wailea-Makena?
Those who love to hike often choose the Hoapili Trail for the scenic ocean views or traverse the La Perouse Bay to explore Maui's last lava flow.
What are some family activities to do in Wailea-Makena?
Families in Wailea-Makena can enjoy a day at the Maui Ocean Center, take a surfing lesson, or visit the Hawaiian Islands Humpback Whale National Marine Sanctuary for an educational experience.
What are some of the best day trip ideas in Wailea-Makena?
Day trip ideas from Wailea-Makena often include a visit to Iao Valley State Park, exploring the town of Lahaina, or driving the famous Road to Hana for breathtaking landscapes.
Are there pet-friendly vacation rentals in Wailea-Makena?
Four-legged friends are welcome in Wailea-Makena. Choose from more than 20 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Wailea-Makena?
Yes! Work meets play with ease at over 920 vacation rentals in Wailea-Makena featuring dedicated workspaces. Stay connected and productive in your home away from home.
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