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Wailea-Makena Vacation Rentals

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Our Favorite Vacation Rentals in Wailea

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Wailea Vacation Rentals with a Pool

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Wailea Vacation Rentals with Wi-Fi

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Wailea Pet-Friendly Vacation Rentals

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Wailea Travel Guide

On the stunning, lush island of Maui, resort area Wailea offers beaches, shops, horseback riding, golfing, and much more.

Things to Do in Wailea

Makena Beach is perfect for swimming, snorkeling, and bodyboarding. Set in Makena Beach State Park, composed of Big Beach and Little Beach, it's a beautiful sandy stretch of shoreline. Wailea Beach is a must see with its perfect sand and blue waters that are all tucked between two green rocky points. The beach is very family friendly and ideal for sunbathing and swimming. Unmissable is one of the glorious sunsets at Keawakapu Beach; Maui sunsets are something else.

Wailea offers great trails for horse backriding on the Ulupalukua Ranch property a beautiful way to see stretches of the island at sunset or sunrise, and exploring the lush slopes to get amazing views of La Perouse Bay.

Another popular activity in Wailea is exploring La Perouse Bay and looking for Spinner Dolphins, this bay is also at one end of the historic King's Trail of Maui, a real look at ancient Hawaii in its purity.

Wailea offers golfing at the Wailea Golf Club, tennis, dinner, and live entertainment plus a luxurious spa and plenty of shops at the high-end shopping center Shops at Wailea.

Best Time to Visit Wailea

April through May and September through November are the best times to visit.

Price and Availability Index in Wailea

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The most expensive month to stay in a vacation rental in Wailea is in February, while the cheapest month is in October. The most popular time to book a vacation rental in Wailea is in the high season in February. Wailea has its low season in September, when less people are visiting and the vacation home occupancy rate drops.
The cheapest day to stay at a vacation rental in Wailea tends to be Thursday, while the most expensive day tends to be Monday. Vacation homes in Wailea tend to be busiest on Fridays, while it tends to be much quieter on Sundays.

The weather in Wailea

85º 62º
4.14
85º 60º
1.74
85º 67º
3.03
86º 66º
0.26
90º 69º
0.03
91º 70º
0.27
91º 70º
8.38
92º 68º
1.55
84º 62º
0.23
89º 65º
0.1
86º 64º
0.43
84º 62º
0.23
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Mar
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May
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Nov
Dec
Jan
Rainy days

This climate histogram shows you the weather patterns in Wailea. The warmest months in Wailea are April and June, when temperatures reach 92 ˚F. The coolest month is March, when temperatures drop to 60 ˚F. The wettest month in Wailea is August with 8.38 inches of rain, while the driest month is June with 0.03 inches of rain.

Vacation Rentals in Wailea

Choose the perfect accommodation for your trip at AllTheRooms.com. We aggregate VRBO, Airbnb, Homeaway and more. Wailea has 3,979 hotels, vacation rentals and other unique places to stay, with prices to suit budget travelers, luxury travelers and everything in between. For those trying to keep costs down, the lowest priced place to stay in Wailea comes in at $45 per night. A typical accommodation in Wailea costs on average $337 per night.

Those looking to get some work done during their trip to Wailea can pick from 2,295 places to stay that provide WiFi. 15 places to stay include a breakfast. Fitness addicts can get a workout in during their stay by choosing from 425 accommodations that have gym facilities. Driving to Wailea? Then choose one of the 2,169 places to stay that comes with a parking spot included. 610 accommodations come with a pool or jacuzzi

Those traveling with a dog, cat or some other animal can stay in one of 17 accommodations that are designated as pet-friendly.

We combine a wide variety of Wailea accommodations including vacation rentals, homestays, hostels and other unique places to stay into one easy search. We show results from more than 6 providers, including 1,541 places to stay from VRBO, 639 accommodations from Airbnb and 129 places to stay from Homeaway.

2,616 of our places to stay in Wailea have been rated by previous guests. They rated 66% as excellent or good. 1,637 places to stay in are instantly bookable.

Destinations near Wailea

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