Wailea-Makena 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 in Wailea

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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 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 Weather in Wailea

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This climate histogram shows you the weather patterns in Wailea. The hottest month in Wailea is July, when temperatures peak at 92 ˚F. The coolest month is November, when temperatures drop to 58 ˚F. The wettest month in Wailea is November with 2.39 inches of rain, while the driest month is December with 0.72 inches of rain.

What Expert Travelers Think

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Vacation Rentals in Wailea

Pick the perfect vacation rental for your vacation at AllTheRooms.com. We aggregate Airbnb, Priceline, Agoda and more. We have 3,526 vacation rentals, hotels and other accommodation types in Wailea ranging from cheap options to luxury places to stay. For those traveling on a budget, the cheapest place to stay in Wailea is available at $26 per night. A typical rental in Wailea costs on average $332 a night.

Those looking to get some work finished during their trip to Wailea can pick from 631 places to stay that provide WiFi. 17 places to stay include a morning meal. You can maintain your workout regime by staying at one of 131 accommodations that provide gym facilities. If you are driving to Wailea, you'll want to pick from 618 places to stay that provide parking. We have 573 places to stay that have a pool or jacuzzi.

Those traveling with a dog, cat or some other animal can stay in any of 9 accommodations that are designated as pet-friendly.

2,522 of our accommodations in Wailea have been reviewed and rated. 71% are rated excellent or good. 1,312 places to stay in are instantly bookable.

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