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Wailea-Makena Vacation Rentals

Our Favorite Vacation Rentals in Wailea

Wailea Vacation Rentals with a Pool

Wailea Vacation Rentals with Wi-Fi

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 in Wailea

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The most expensive month to stay in a vacation rental in Wailea is in December, while the cheapest month is in October. The most popular time to book a vacation rental in Wailea is in the high season in July. 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 Wednesday, while the most expensive day tends to be Sunday. Vacation homes in Wailea tend to be busiest on Fridays, while it tends to be much quieter on Tuesdays.

The Weather in Wailea

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3.03
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0.26
90º 69º
0.03
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0.27
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This climate histogram shows you the weather patterns in Wailea. The hottest month in Wailea is March, when temperatures peak at 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.

What Expert Travelers Think

Vacation Rentals in Wailea

Pick the perfect vacation rental for your trip at AllTheRooms.com. We aggregate Airbnb, Bed and Breakfast, Agoda and more. We have 3,767 vacation rentals, hotels and other accommodation types in Wailea ranging from inexpensive options to luxury places to stay. A trip to Wailea can be budget-friendly - our lowest price accommodation is available at $50 per night. On average, an accommodation in Wailea will cost you $329 per night.

Those needing to get some work done during their trip to Wailea can choose from 2,167 places to stay that have WiFi. 18 of our accommodations come with breakfast in the price. Fitness fanatics can get a workout in during their stay by choosing from 425 accommodations that have gym facilities. If you are driving to Wailea, you'll want to pick from 2,103 places to stay that provide parking. 607 places to stay come with a pool or jacuzzi

AllTheRooms has 16 pet-friendly places to stay in Wailea, so if you're traveling with your pet you won't have any trouble.

2,561 accommodations in Wailea have been reviewed; 71% are rated excellent or good. 1,368 places to stay in are instantly bookable.