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Wailea-Makena vacation rentals

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Top-rated vacation rentals in Wailea-Makena

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Wailea Resort studio suite

Fully equipped studio suite at Grand Champions Villas in Wailea Resort. Free numbered parking stall, free Wifi and long distance calling to US mainland and Canada. Very comfortable Tempur-Pedic bed. Walking distance to Shops of Wailea and beaches.

$177 per night
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  2. Wailea
Super Studio in Wailea, Maui.

My place is in Wailea, close to the hotels, beaches, tennis and golf courses. It's an inexpensive way to stay in the best place on earth. My place is good for couples, solo adventurers, and business travelers. Daily rate includes all taxes. Free parking. Also, we now have two 2018 low mileage Honda Pilots that can be rented for $125/day each. This includes all taxes and fees. Rental is separate through the Turo app. If you are interested in this please ask for more info after booking.

$185 per night
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  2. Kihei
Here Today Gone To Maui!

REASONS TO RENT THIS CONDO: Our check in time is earlier than most and the check out time is later. This is huge! Also, our taxes are included !! Our cleaning fees are lower than most, check it out! We have a really great location! Walk everywhere This condo is in the perfect position of the complex. Your parking spot is almost right out side the door , ground floor, pool access out front door, laundry room steps away, garden lanai, King bed, memory foam mattress, bamboo sheets!

$139 per night

Vacation rentals for every style

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Wailea-Makena condo rentals

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  2. Kihei
OCEAN VIEWS-NEWLY REMODELED-WELL EQUIPPED-AC
$271 per night
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  2. Kihei
Stylishly Remodeled Penthouse @ Maui Banyan!
$131 per night
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  2. Kihei
Everything you need to enjoy true paradise!
$245 per night
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  2. Kihei
Maui's Best - Wailea Ekahi 47A
$279 per night
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  2. Kihei
Romantic, Luxury Maui Getaway with Ocean View
$232 per night
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  2. Kihei
Maui Banyan STUDIO, G bldg, steps to beach, extras
$188 per night
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  2. Kihei
Beautiful Air Conditioned Condo Steps fm the Beach
$159 per night
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  2. Kihei
Fully remodeled studio/Kingsize bed
$140 per night
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  2. Kihei
Romantic One BR Condo (Remodeled)
$165 per night
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  2. Kihei
Maui Tropical Retreat - Maui Banyan
$161 per night
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  2. Kihei
Maui Vista Ground Floor Across Street From Beach
$156 per night
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  2. Kihei
Across from Beach! Beautifully Remodeled Studio
$200 per night

Wailea-Makena beach vacation rentals

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  2. Kihei
KIHEI AKAHI D308-TOTALLY REMODELED-OCEAN VIEWS-AC
$225 per night
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  2. Kihei
204 Punahoa Studio - Oceanfront with A/C
$198 per night
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  2. Kihei
*DIRECTLY Across Beaches*Best Location*South Maui
$159 per night
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  2. Kihei
NEWLY REMODELED-AC-OCEAN VIEWS-METICULOUS CLEANING
$379 per night
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  2. Kihei
Cheapest Cozy Studio at Wailea Grand Champtions
$189 per night
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  2. Kihei
Luxury with a view at a reasonable price
$174 per night
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  2. Kihei
Renovated Studio Directly Across from Ocean
$125 per night
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  2. Kihei
Luxury Condo for Couples-Maui-Ocean&Beach Front
$220 per night
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  2. Kihei
Ocean View 1BR at The Shores of Maui - Super View!
$352 per night
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  2. Kihei
Ocean View Condo at the Island Surf in Kihei Maui
$332 per night
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  2. Kihei
Fun Updated Ocean View Condo at Maui Vista Resort
$350 per night
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  2. Kihei
Oceanfront Penthouse with Breathtaking Ocean Views
$436 per night

Beach condo rentals in Wailea-Makena

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  2. Kihei
Ocean View 1 BR sleeps 4, Steps to the Beach!
$161 per night
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  2. Kihei
Remodeled,Ground Level,King Bed,Walk To Beach
$219 per night
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  2. Kihei
90° Pacific Ocean View of Waipu’ilani Beachfront
$149 per night
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  2. Kihei
Luxury Beachfront Remodel with 180° Ocean Views
$279 per night
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  2. Kihei
Steps to Maui's Charley Young Beach, Condo Apt #3
$229 per night
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  2. Kihei
OCEANFRONT*OCEAN VIEW* Oasis by popular beaches
$329 per night
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  2. Kihei
FULLY REMODELED*LUXURY*OCEANFRONT*Beaches*Sunset!
$356 per night
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  2. Kihei
Ocean View Condo at the Island Surf Bldg in Kihei
$342 per night
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  2. Kihei
KAMAOLE SANDS 3-305-OCEAN VIEW-WELL EQUIPPED-AC
$225 per night
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  2. Kihei
Kihei Wailea Hale! Rate includes free parking!
$299 per night
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  2. Kihei
Enjoy Your Oceanside Dream at Kihei Surfside #209
$286 per night
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  2. Kihei
Ocean View - Deluxe Unit #201
$199 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.


How do I get around Wailea-Makena?

The closest airport to Wailea-Mākena is the Kahului Airport (OGG), which is around 35 minutes away. From the airport, it is possible to take a 20-minute bus ride to Queen Ka’ahumanu Center, where you can switch to another bus heading to Wailea. The total journey time should take just under two hours. You can also take a taxi from the airport, which should take around 40 minutes. Or you can rent a car and drive, which is your most convenient option if you plan on traveling around other parts of Maui, as public transportation can be limited in Wailea-Makena. Once you’ve settled in at your Wailea-Mākena vacation rental, several local outfits rent out bicycles for you to pedal around town, and you’ll find numerous charter boat companies offering guided snorkeling excursions.


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.