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 warmest months in Wailea are July and March, when temperatures reach 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

Browse rentals from all your favorite providers including Airbnb, Priceline, Agoda and many more at AllTheRooms.com. Wailea has 3,526 hotels, vacation rentals and other special places to stay, with prices to suit careful travellers, extravagant travelers and everything in between. If you are wanting to keep costs down, the cheapest place to stay in Wailea comes in at $26 per night. The average price of a vacation rental is around $332 per night.

If you would like to stay connected during your trip, then you can choose from over 631 accommodations in Wailea that have WiFi. We have 17 accommodations that include a breakfast included. You can keep up with your workout regime by staying at one of 131 accommodations that provide gym facilities. If you're planning on getting to Wailea by car, be sure to choose from 618 accommodations that provide parking. We track 573 places to stay that have a pool or jacuzzi.

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

2,522 of our rentals in Wailea have been reviewed by previous guests. They rated 71% as excellent or good. 1,312 accommodations allow instant booking.

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