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Popular Wailea-Makena Vacation Rentals

Find the perfect Wailea-Makena vacation rental

Condo Wailea-Makena
from $207 per night
Condo ∙ 4 guests ∙ 1 bedroom
Wailea-Makena, Maui County, Hawaii, United States
HomeToGo
Details
House Wailea-Makena
from $1,082 per night
House ∙ 8 guests ∙ 4 bedrooms
4.9
Outstanding (102 ratings)
Wailea-Makena, Maui County, Hawaii, United States
Vrbo
Details
Condo Wailea-Makena
from $532 per night
Condo ∙ 8 guests ∙ 3 bedrooms
4.6
Excellent (17 ratings)
Wailea-Makena, Maui County, Hawaii, United States
Vrbo
Details
Condo Wailea-Makena
from $199 per night
Condo ∙ 4 guests ∙ 1 bedroom
4.5
Excellent (40 ratings)
Wailea-Makena, Maui County, Hawaii, United States
Vrbo
Details
Villa Wailea-Makena
from $1,101 per night
Villa ∙ 8 guests ∙ 3 bedrooms
4.9
Outstanding (19 ratings)
Wailea-Makena, Maui County, Hawaii, United States
Vrbo
Details
Villa Wailea-Makena
from $1,098 per night
Villa ∙ 10 guests ∙ 4 bedrooms
5.0
Outstanding (38 ratings)
Wailea-Makena, Maui County, Hawaii, United States
Vrbo
Details
House Wailea-Makena
from $586 per night
House ∙ 6 guests ∙ 3 bedrooms
5.0
Outstanding (110 ratings)
Wailea-Makena, Maui County, Hawaii, United States
Vrbo
Details
House Wailea-Makena
from $1,110 per night
House ∙ 8 guests ∙ 4 bedrooms
5.0
Outstanding (95 ratings)
Wailea-Makena, Maui County, Hawaii, United States
Vrbo
Details
Condo Wailea-Makena
from $299 per night
Condo ∙ 6 guests ∙ 2 bedrooms
4.9
Outstanding (157 ratings)
Wailea-Makena, Maui County, Hawaii, United States
Vrbo
Details
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Vacation rentals and apartments with air conditioning

Condo  Wailea-Makena
from $239 per night
Condo ∙ 4 guests ∙ 1 bedroom
4.6
Excellent (49 ratings)
Wailea-Makena, Maui County, Hawaii, United States
Air conditioning
Vacasa
Details
Condo  Wailea-Makena
-9%
$366
from $331 per night
Condo ∙ 6 guests ∙ 2 bedrooms
4.8
Outstanding (73 ratings)
Wailea-Makena, Maui County, Hawaii, United States
Air conditioning
Vacasa
Details
House  Wailea-Makena
from $750 per night
House ∙ 6 guests ∙ 3 bedrooms
4.9
Outstanding (151 ratings)
Wailea-Makena, Maui County, Hawaii, United States
Air conditioning
Vrbo
Details
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Vacation rentals with Wi-Fi

House  Wailea-Makena
from $525 per night
House ∙ 7 guests ∙ 3 bedrooms
4.7
Excellent (96 ratings)
Wailea-Makena, Maui County, Hawaii, United States
Internet
Vrbo
Details
House  Wailea-Makena
from $2,084 per night
House ∙ 13 guests ∙ 4 bedrooms
5.0
Outstanding (67 ratings)
Wailea-Makena, Maui County, Hawaii, United States
Internet
Vrbo
Details
Condo  Wailea-Makena
from $301 per night
Condo ∙ 8 guests ∙ 2 bedrooms
4.8
Outstanding (142 ratings)
Wailea-Makena, Maui County, Hawaii, United States
Internet
Vrbo
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Vacation Homes With Terraces

Condo  Wailea-Makena
from $277 per night
Condo ∙ 4 guests ∙ 1 bedroom
Wailea-Makena, Maui County, Hawaii, United States
Balcony/Patio
HomeToGo
Details
Cottage  Wailea-Makena
-9%
$340
from $309 per night
Cottage ∙ 5 guests ∙ 2 bedrooms
4.8
Outstanding (41 ratings)
Wailea-Makena, Maui County, Hawaii, United States
Balcony/Patio
Vacasa
Details
Condo  Wailea-Makena
from $381 per night
Condo ∙ 6 guests ∙ 2 bedrooms
4.9
Outstanding (62 ratings)
Wailea-Makena, Maui County, Hawaii, United States
Balcony/Patio
Vrbo
Details
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Frequently Asked Questions

Can I find cheap vacation rentals in Wailea-Makena?

In Wailea-Makena, vacation rentals start at $179 per night.

Are there lots vacation rental options to choose from in Wailea-Makena?

Currently, there are 5,506 vacation rentals available for you to compare and book.

Finding the perfect vacation home has never been easier. Tripping.com searches the world's top vacation rental sites to find the best properties in 190 countries worldwide. One search lets you filter, compare and sort over 10 million available vacation rentals from trusted partners including HomeAway, VRBO, TripAdvisor, Booking.com and more. When you use Tripping.com to plan your trip and book your vacation rental, you never have to wonder if you're getting the best deal.

Makena Information

About Makena

The island of Maui is filled with so many beautiful places to visit and things to do. During your next visit to Maui, make sure to spend some time in Makena, which is located in the south part of the island and surrounded by remarkable restaurants, shopping, golf resorts, beaches, and other fun activities that will make your stay more enjoyable.

Things to Do in Makena

Makena Beach is one of Maui’s largest beaches and is made up of two parts: Little Beach and Big Beach. Previously only accessible by four-wheel drive vehicles, the Makena Beach area became accessible by road beginning in the early 1980s. Big Beach is 2/3 mile long and is a great spot for swimming, snorkeling and body boarding, whereas Little Beach is accessed from the far right of Big Beach and requires some hiking to get to, but it offers calmer ocean conditions and a combination of sunny and shades areas. Other things to do include shopping at the Shops at Wailea, which is a high-end shopping center filled with brand name stores and located near the four and five-star resorts. Go horseback riding on the historic Ulupalukua Ranch, which is home to the Makena Stables and is owned by the Borge family, covering over 20,000 acres. Relax by playing golf at the Wailea Golf Club, the number one luxury resort in all of Hawaii, and take in some live music and dinner at Mulligans on the Blue, one of the popular entertainment venues in Wailea.

Day Trips Near Makena

There are many great day trip opportunities in Maui, including ‘Iao Valley, which is a state park that offers paved trails throughout. From Makena it takes approximately 40 minutes to drive to from Highway 31. La Perouse Bay is located just further south of Makena and is a popular place to see Maui’s most recent lava flow. It takes twenty minutes to get there by car and is just three miles past the State Park sign for Makena Beach.

Makena Accommodation

There is a wide variety of accommodation on Maui, from oceanfront home to luxury condos. In South Maui, Kihei is a popular place to stay and has a wide variety of condos located near the resorts. Wailea is another great area in South Maui, with access to many beaches and great weather year-round. However, both Kihei and Wailea are not as close to the Hana Highway and Haleakala, and there is less shopping and fewer upscale restaurants located nearby.

Transportation in Makena

Renting a car is the best way to get around the island, especially if you want drive to places that are located further away, including West and North Maui. There are approximately 25 different rental car companies on the island. The Maui Bus public transit service has 13 bus routes that provide service throughout the island, and all of the routes run seven days a week, holidays included. Fares range between $1 and $3 per ride. Motorcycles, mopeds and scooters are also available for rental and are unique ways to see the island.

Popular Day Trips Near Wailea-Makena

What are the trendiest neighborhoods in Wailea-Makena?

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