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Wailea-Makena vacation rentals

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Top-rated vacation rentals in Wailea-Makena

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SUPERHOST
  1. Entire condo
  2. Wailea-Makena
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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  1. Entire condo
  2. Kihei
80KContemporary Hawaiian Reno in Wailea-Beach/Golf

Stunning 80K 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.

$300 per night
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  2. Wailea
100K Hawaiian Reno on Wailea Blue Golf *Ocean View

BRAND NEW 100K Renovation+BRAND NEW Hawaiian Styled Contemporary Decor. Located right on Wailea Blue Golf course in the Grand Champions at Wailea with incredible ocean views from the patio.We are perfectly located just down from Money Pod+up from The Shops of WaileaCheck out our other property #201 VRBO (2050379)+#1905 VRBO(1222713) in The Palms we are Super Host with 5 STAR reviews)!!

$260 per night

Vacation rentals for every style

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Wailea-Makena condo rentals

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  2. Kihei
Here Today Gone To Maui!
$139 per night
  1. Entire condo
  2. Kihei
Maui's Best - Wailea Ekahi 47A
$279 per night
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  2. Wailea
Super Studio in Wailea, Maui.
$185 per night
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  2. Kihei
Hale Wahi Nana
$375 per night
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  2. Kihei
Romantic, Luxury Condo with Spectacular Ocean View
$318 per night
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  2. Kihei
Romantic One BR Condo (Remodeled)
$165 per night
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  2. Kihei
Luxury Condo Short Stroll from Beach - Great Views
$220 per night
SUPERHOST
  1. Entire condo
  2. Kihei
NEWLY REMODELED-AC-OCEAN VIEWS-METICULOUS CLEANING
$375 per night
SUPERHOST
  1. Entire condo
  2. Kihei
Everything you need to enjoy true paradise!
$243 per night
  1. Entire condo
  2. Kihei
Maui Banyan STUDIO, G bldg, steps to beach, extras
$182 per night
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  2. Kihei
Renovated Getaway on the Beach
$240 per night
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  2. Kihei
Stylishly Remodeled Penthouse @ Maui Banyan!
$131 per night

Wailea-Makena beach vacation rentals

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  2. Kihei
Ocean View 1BR at The Shores of Maui - Super View!
$355 per night
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  2. Kihei
Oceanfront Penthouse with Breathtaking Ocean Views
$429 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
Maui Retreat Ekahi Village 50F- All YOU Need!
$373 per night
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  1. Entire condo
  2. Kihei
Luxury Condo for Couples-Maui-Ocean&Beach Front
$220 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
Wailea Ekahi Oceanview, Beachfront King Bed Studio
$400 per night
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  1. Entire condo
  2. Kihei
90° Pacific Ocean View of Waipu’ilani Beachfront
$147 per night
  1. Entire condo
  2. Kihei
Cheapest Cozy Studio at Wailea Grand Champtions
$189 per night
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  2. Kihei
Fun Updated Ocean View Condo at Maui Vista Resort
$339 per night
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  2. Kihei
*DIRECTLY Across Beaches*Best Location*South Maui
$159 per night
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  2. Kihei
Romantic Beach Retreat, New King Bed & A+++ Wifi
$243 per night

Beach condo rentals in Wailea-Makena

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  2. Kihei
Luxury Beachfront Remodel with 180° Ocean Views
$279 per night
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  2. Kihei
Mana Kai Maui - Beachfront Condo in Kihei
$400 per night
SUPERHOST
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  2. Kihei
Enjoy Your Oceanside Dream at Kihei Surfside #209
$285 per night
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  2. Kihei
Oceanfront Mana Kai Penthouse..Heaven meets Earth!
$539 per night
SUPERHOST
  1. Private room
  2. Kihei
Entire Ocean View Condo at the Island Surf - Kihei
$345 per night
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  2. Kihei
FULLY REMODELED*LUXURY*OCEANFRONT*Beaches*Sunset!
$370 per night
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  1. Entire condo
  2. Kihei
Oceanfront Maui Condo with a Fantastic Ocean View
$396 per night
  1. Entire condo
  2. Kihei
Upgraded And Steps Away From The Best Maui Beach !
$169 per night
SUPERHOST
  1. Entire condo
  2. Kihei
Renovated Studio Directly Across from Ocean
$125 per night
SUPERHOST
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  2. Kihei
Beachfront Oasis- Remodeled, Beautiful Views, A/C
$265 per night
SUPERHOST
  1. Entire condo
  2. Kihei
Maui Dream Place at Maui Kamaole G-209, Ocean View
$495 per night
SUPERHOST
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  2. Kihei
HKOK 307 | Direct Beachfront | Featured on HGTV
$295 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.