
Wailea-Makena vacation rentals
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Top-rated vacation rentals in Wailea-Makena
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Popular amenities for Wailea-Makena vacation rentals
Wailea-Makena beach vacation rentals

Beach Area Condo

Ocean property W/ king bed, AC, pool & hot tub

Luxury beachfront designer remodel - hotel zoned

☼ Stylish & Bright 2bd Oceanfront Condo | 5★ Views

*Last Minute Deal*Oceanfront Maui's Sugar Beach!

"Life is a beach "Kauhale Makai 614 Oceanview

Aloha Villas 3, Oceanfront Townhouse, Steps to The

Oceanfront 5 star Retreat
Other great vacation rentals in Wailea-Makena

Kamaole Sands - Remodeled - King Bed - Ocean View!

Tropical Paradise Close to Everything

Stunning Luxury Oceanview Condo

Ocean view studio. 1k ft from water!June $149 m-th

MAUI BLISS! RARE Wailea 3-bedroom...sleeps 10!

Ocean View 1 BR sleeps 4, Steps to the Beach!

Partial ocean view condo at oceanfront Kihei Kai!

Luxe Oceanview 2B2B Escape w/AC Near Beach & Shops
Quick stats about vacation rentals in Wailea-Makena
Total rentals
1.8K properties
Nightly prices starting at
G$14,689 GYD before taxes and fees
Total number of reviews
48K 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
What types of vacation rentals are available in Wailea-Makena?
Uncover the perfect home-away-from-home with our diverse selection of vacation rentals in Wailea-Makena. From over 50 house rentals to over 1,450 condo rentals, we've got you covered. For even more variety, explore our Airbnb Categories to find the ideal space for your getaway.
Are there vacation rentals with a dedicated workspace in Wailea-Makena?
Yes! Work meets play with ease at over 1,050 vacation rentals in Wailea-Makena featuring dedicated workspaces. Stay connected and productive in your home away from home.
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 Wailea-Makena vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 1,740 vacation homes with pools in Wailea-Makena, available on Airbnb. Make a splash and soak up the sun in style!
How much does it cost to stay in condo rentals in Wailea-Makena?
Experience the best of Wailea-Makena with our condo rentals, starting at about $90 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
What are the most popular amenities for Condo Rentals in Wailea-Makena?
Enhance your stay in our Condo Rentals with the most popular amenities: over 630 homes with a gym, over 1,450 homes with wifi, over 720 homes with a bbq area, over 1,400 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do condo rentals in Wailea-Makena have a gym?
Absolutely! We offer over 630 condo rentals with a gym in Wailea-Makena. Enjoy a tailored experience with all the comforts you desire.
Do condo rentals in Wailea-Makena have wifi?
Absolutely! We offer over 1,450 condo rentals with wifi in Wailea-Makena. Enjoy a tailored experience with all the comforts you desire.
Do condo rentals in Wailea-Makena have a bbq area?
Absolutely! We offer over 720 condo rentals with a bbq area in Wailea-Makena. Enjoy a tailored experience with all the comforts you desire.
Do condo rentals in Wailea-Makena have air conditioning?
Absolutely! We offer over 1,400 condo rentals with air conditioning in Wailea-Makena. Enjoy a tailored experience with all the comforts you desire.
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