A1Vacations is part of HomeAway.com, the world’s leading vacation rentals marketplace.
Search over 150,000 vacation rentals properties now!   Click here to see more Vacation Homes


Search for vacation rental homes in Wailea

Beautiful Beaches are Only the Beginning in Wailea


With an unbeatable location on Maui’s sunny southern shore, Wailea invites you to leave all your worries behind on a getaway filled with white sand beaches, countless water sports, and scenic beauty that is beyond compare.


Once you step foot onto the land that is Wailea, it is easy to see how this place can truly be called paradise. One magnificent beach after another beckons with opportunities for swimming, snorkeling, scuba diving and even kayaking; all you need to do is heed the call and let every last ounce of stress fall by the wayside.


So where should you begin? Any of the beautiful beaches are certainly a treat, but Wailea Beach is the best place to get your feet wet with its spectacular swimming conditions, breathtaking views of Kahoolawe and Lanai, and gentle boogie boarding possibilities. And see that little crescent out in the distance? That is Molokini Crater, where you will be snorkeling or scuba diving in crystal clear water surrounded by schools of colorful fish.


However, if your Wailea vacation rental lies along a different stretch of sand, you can’t be too disappointed because the other options can certainly hold their own. The long golden sands of Mokapu Beach and Ulua Beach can satisfy your need for adventure with amazing snorkeling and swimming in calm water and spectacular bodysurfing when the waves kick up, while Polo Beach is a great place to simply relax, swim or snorkel to your heart’s content.


Although the beaches are certainly the centerpiece of Wailea, this area is more than just a one attraction wonder. If you are looking for other ways to fill up your stay in paradise, the three courses at the Wailea Golf Club, the renowned tennis of the Wailea Tennis Club, the one-of-a-kind treasures at The Shops at Wailea, and the natural beauty of La Perouse Bay are all waiting to make your Maui vacation everything you always imagined and more.

  1. Designer Wailea Studio in Heart of Wailea — Property 230085

    Vacation Studio rental in Wailea area
    • Studio
    • studio , sleeps 2
    • 1 bathroom
    • near the ocean, resort
    • pool
    Rates (shown in USD)
    $750 - $910 per property per week
  2. Luxury Wailea Studio Hideaway - Many, Many Recommendations — Property 188831

    Vacation Studio rental in Wailea area
    • Studio
    • studio , sleeps 4
    • 1 bathroom
    • near the ocean, resort
    • pool
    Rates (shown in USD)
    $875 - $980 per property per week
  3. Grand Champions Villas
    Wailea Tropical Forest Studio - AVAILABLE starting MARCH 21st — Property 307780

    Vacation Condo rental in Wailea area
    • Condo
    • studio , sleeps 2
    • 1 bathroom
    • beach, near the ocean
    • pool
    Rates (shown in USD)
    $805 - $945 per property per week
  4. Marvelous Studio in Wailea
    Cheerful studio offers you a sunny getaway in Maui — Property 222578

    Vacation Condo rental in Wailea area
    • Condo
    • studio , sleeps 2
    • 1 bathroom
    • near the ocean
    • pool
    Rates (shown in USD)
    $770 - $910 per property per week

Refine Your Search

You refined by:
Wailea remove
1 bathroom remove
bedrooms_Studio remove
(remove all)
Find by availability dates: