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 April and May, when temperatures reach 89 ˚F. The coolest month is December, when temperatures drop to 64 ˚F. The wettest month in Wailea is January with 8.33 inches of rain, while the driest month is July with 0.04 inches of rain.

What Expert Travelers Think

  • — When I plan a trip, I no longer waste time visiting multiple websites in search of the best accommodations. Now, I just go to AllTheRooms and immediately find everything from luxury villas to pet-friendly rentals! All in one place

    Whitney Wear
    Whitney WearTravel Better Guide
  • — I love All the Rooms because instead of having to check one place for home rentals, another for hotel, another for bed and breakfasts, and yet another for a room rental in a private residence, I can finally see EVERYTHING at one site; saving me considerable time

    Jeff Campbell
    Jeff CampbellMiddle Class Dad
  • — I travel to Boston regularly and I like to use AllTheRooms as it’s tricky to find good accommodation at a good price. The platform is easy to use and provides a complete set of features that saves me time and money on every trip

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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 others. AllTheRooms has 3,526 vacation rentals, hotels and other great places to stay during your time in Wailea, with everything from cheap hostels and homestays to extravagant Airbnbs and hotels. A vacation in Wailea can be affordable - the lowest price vacation rental is available at $26 a night. A typical rental in Wailea costs on average $332 a night.

If you need an internet connection during your stay in Wailea, then you can choose from over 631 accommodations that provide WiFi internet. 17 of our accommodations come with breakfast in the price. You can keep up with your workout routine by staying at one of 131 accommodations that provide gym facilities. If you're planning on arriving in Wailea by car, be sure to choose from 618 accommodations that provide parking. We track 573 hotels and vacation rentals 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 accommodations in Wailea have been reviewed and rated. 71% are rated excellent or good. 1,312 accommodations allow instant booking.

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