Wailea, Maui, Hawaii

Stay along Maui’s most prestigious coast, Wailea, in one of 17 Inspirato accommodations. Choose from garden view Maluhia or oceanfront Makana and Nalu at Andaz Maui at Wailea Resort, an upscale hotel with access to four infinity-edge pools, restaurants, a spa, and more.

Further south, enjoy full access to Grand Wailea amenities when you stay at one of our three-bedroom homes at Ho’olei at Grand Wailea. At the southern end of Wailea, you’ll be just steps from the beach in one of our four villas at the Fairmont Kea Lani: Hoku, Makai, Hale Kauno’o, and Maile, each boasting a private plunge pool.

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The Upscale Island Experience

The Valley Isle conjures up adventures that are larger than life. Explore lush rainforests, hike a towering volcano or surf a rushing wave. Perhaps you'll tee off at one of Wailea's incredible golf courses or find yourself mesmerized by a pod of humpback whales. You'll also enjoy warm stretches of white sand and the best sunsets on the island. From the exclusive Wailea, you can set off on the Road to Hana, on the eastern side of the island, and step back 50 years to the Maui of secret waterfalls, empty beaches and pervasive spirituality. The Inspirato residences in this tropical paradise will elevate your vacation just steps from warm sands and blue waters.

Quick Facts

  • Suggested Airport
    Kahului Airport (OGG)
  • Average Temperature
    78° F
  • Condé Nast Traveler Reader Awards
    “Best Island” for 19 years
  • Windsurfing Capital of the World
    Ho'okipa Beach
  • Humpback Whale Season
    December to April

Fresh Things To Do

Featured Activity


  • Distinguishing Maui's Gems

    How do you best approach such a diverse destination when so many unique activities are available? These are the best ways to start for Inspirato members.

    Sunset on Haleakala. Instead of waking at 2:00 a.m. to join hundreds of other visitors to catch the sunrise atop Maui's famous volcano, Haleakala, we recommend a view just as stunning: the Haleakala sunset. On the drive to the top, make sure you appreciate the sweeping views of the island. You may want to arrive with enough time to take a swim, as your park pass will include use of the Seven Sacred Pools. We suggest you hang around to see the thousands of stars that seem to be at your fingertips.

    Surfin' Safari. Don't let Maui Surfer Girls' name mislead you. Both men and women participate in their surf classes, and their student-to-teacher ratio is hard to beat. Learn some basic Hawaiian language and board technique before hitting the waves.

    Swing like a Champ. You can play three championship courses just minutes away at the Wailea Golf Club's Emerald, Gold and Old Blue Courses. Golf Magazine and Golf Digest have heaped praise upon these courses, two of which were designed by Robert Trent Jones, Jr. Your Destination Concierge can help you determine the ideal course, depending on your skill level and what course features interest you. 

    Talk With Us Badge Final

    For more information about vacationing in this destination, contact your Care team.

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Travel Tips

Weather


  • Forecasting Your Wailea Vacation

    Year-round highs linger in the 80s, while the lows rarely dip below a pleasant 63 degrees. Gentle trade winds maintain a comfortable beachfront breeze. When you leave the beach, you'll likely encounter one of Maui's numerous microclimates. The island's leeward (downwind) side is generally less humid, while on the windward (upwind) side of the island, you'll find a wetter climate that's home to earthly ecosystems that are uniquely Hawaiian.

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Map of Wailea, Maui, Hawaii

Want personalized
trip recommendations?
Our expert travel advisors will help you find the perfect trip.
Call (888) 625-7525 or email info@inspirato.com
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