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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. Wailea Grand Beach Villa
    Wailea Beach Villa for 8- Rated Perfect on TripAdvisor — Property 230622

    Vacation Villa rental in Wailea area
    • Villa
    • 4 bedrooms , sleeps 10
    • 3 bathrooms
    • beach, resort
    • pool
    Wailea Beach Villa Luxury 4BR $750/nite
    S P E C I A L    O F F E R
    Rates (shown in USD)
    $7665 - $10500 per property per week
  2. Luxury Maui Ocean View, Grand Wailea Resort Amenities — Property 246371

    Vacation Townhome rental in Wailea area
    • Townhome
    • 3 bedrooms , sleeps 10
    • 3 bathrooms
    • 1 half bathroom
    • near the ocean, resort
    • pool
    Rates (shown in USD)
    $5250 - $17465 per property per week
  3. Welcome to Reds Wailea Maui Vacation Rental Home — Property 320487

    Vacation House rental in Wailea area
    • House
    • 4 bedrooms , sleeps 11
    • 3 bathrooms
    • beach, town
    • pool
    Rates (shown in USD)
    $3010 per property per week
  4. Wailea Sunset Estate — Property 95990

    Vacation House rental in Wailea area
    • House
    • 3 bedrooms , sleeps 10
    • 4 bathrooms
    • 1 half bathroom
    • accept credit card
    • activities guide
    Rates (shown in USD)
    $11550 - $17850 per house per week
  5. Wailea Grand Beach Villa Elite
    $750/Night Fall Stunning 4 BR Wailea Beach Villa — Property 164181

    Vacation Villa rental in Wailea area
    • Villa
    • 4 bedrooms , sleeps 10
    • 3 bathrooms
    • beach, waterfront
    • pool
    Rates (shown in USD)
    $6965 - $10500 per property per week
  6. Modern Hawaiiana Masterpiece
    Architect's Own Estate in South Maui — Property 159525

    Vacation House rental in Wailea area
    • House
    • 4 bedrooms , sleeps 10
    • 3 bathrooms
    • 1 half bathroom
    • near the ocean, resort
    • pool
    Rates (shown in USD)
    $8750 - $12600 per property per week
  7. Ocean Front Home, Private Luxury in Kihei-Wailea, Hawaii — Property 245114

    Vacation House rental in Wailea area
    • House
    • 3 bedrooms , sleeps 12
    • 3 bathrooms
    • beach, waterfront
    • garden
    Rates (shown in USD)
  8. Ho'Olei Ocean View With Grand Wailea Resort & Spa Privileges — Property 248321

    Vacation Townhome rental in Wailea area
    • Townhome
    • 3 bedrooms , sleeps 9
    • 3 bathrooms
    • 1 half bathroom
    • near the ocean, resort
    • pool
    Rates (shown in USD)
    $3750 per property per week
  9. Heavenly Sunsets: Exclusive Private Villa — Property 96712

    Vacation Villa rental in Wailea area
    • Villa
    • 5 bedrooms , sleeps 10
    • 4 bathrooms
    • coffee maker
    • children welcome
    Rates (shown in USD)
    $10500 - $11900 per villa per week
  10. Magical Wailea Home in Private Gated Community — Property 194773

    Vacation House rental in Wailea area
    • House
    • 5 bedrooms , sleeps 10
    • 3 bathrooms
    • 1 half bathroom
    • beach, near the ocean
    • jacuzzi
    Rates (shown in USD)

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