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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.

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  1. Wailea Grand Beach Villa
    $750/night Wailea Beach Villa for 8-View Rated Perfect By Guests — Property 230622

    Vacation Villa rental in Wailea area
    • Villa
    • 4 bedrooms , sleeps 10
    • 3 bathrooms
    • beach, resort
    • pool
    Fall Special & Thanksgiving Treat
    S P E C I A L    O F F E R
    Rates (shown in USD)
    $7665 - $10500 per property per week

  2. 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
    Special Last minute Rate*** $750/nt
    S P E C I A L    O F F E R
    Rates (shown in USD)

  3. Wailea Grand Beach Villa-Piano
    Most Popular Wailea Beach Villa Trip Advisor Rates Perfect-$750/nite for 8 — 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

  4. Wailea Beach Villa, Luxury w/Beautiful Ocean Views — Property 141228

    Vacation Villa rental in Wailea area
    • Villa
    • 3 bedrooms , sleeps 6
    • 3 bathrooms
    • beach, resort
    • jacuzzi
    Rates (shown in USD)
    $6300 - $12600 per property per week

  5. 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

  6. Wailea Ekahi Village: 03A Awesome Town House — Property 7023739

    Vacation Condo rental in Wailea area
    • Condo
    • 2 bedrooms , sleeps 6
    • 3 bathrooms
    • adventure
    • air-conditioning
    Rates (shown in USD)
    $2450 - $2975 per condo per week

  7. Wailea Ekahi Village: 19A Amazing Town House — Property 7030391

    Vacation Condo rental in Wailea area
    • Condo
    • 2 bedrooms , sleeps 6
    • 3 bathrooms
    • adventure
    • air-conditioning
    Rates (shown in USD)
    $2625 - $3325 per condo per week

  8. Home Wailea/Kihei,VIEW, POOL
    Ocean and Mountain Views, Private Pool, Hot Tub, overlooking Wailea / Kihei. — Property 155321

    Vacation Estate rental in Wailea area
    • Estate
    • 4 bedrooms , sleeps 8
    • 3 bathrooms
    • 1 half bathroom
    • beach, near the ocean
    • jacuzzi
    Rates (shown in USD)
    $2700 per property per week

  9. 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

  10. Beach Breezes H201 Wailea Beach Villas — Property 7017686

    Vacation Villa rental in Wailea area
    • Villa
    • 3 bedrooms , sleeps 6
    • 3 bathrooms
    • adventure
    • air-conditioning
    Rates (shown in USD)
    $6300 - $7665 per villa per week

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