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.

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  1. Maui Rendezvous Wailea Ekahi 33A Luxury Resort Next To Beautiful Beach — Property 203701

    Vacation Condo rental in Wailea area
    • Condo
    • 1 bedroom , sleeps 5
    • 2 bathrooms
    • beach, resort
    • swimming pool
    Last Minute Vacation in Maui
    S P E C I A L    O F F E R
    Rates (shown in USD)
    $1400 - $1715 per property per week

  2. Wailea Beach Villa w/Baby Grand- Breathtaking View & Luxurious Furnishings — Property 164181

    Vacation Villa rental in Wailea area
    • Villa
    • 4 bedrooms , sleeps 9
    • 3 bathrooms
    • beach, waterfront
    • accept credit card
    You Save on New 4BR Villa-Fun Guaranteed
    S P E C I A L    O F F E R
    Rates (shown in USD)
    $9975 - $22050 per property per week

  3. Luxurious Secret Garden One Bedroom — Property 315090

    Vacation Condo rental in Wailea area
    • Condo
    • 1 bedroom , sleeps 2
    • 1 bathroom
    • near the ocean, resort
    • accept credit card
    Rates (shown in USD)
    $1015 - $1225 per property per week

  4. Welcome to our beautiful poolside home — Property 190065

    Vacation Condo rental in Wailea area
    • Condo
    • 1 bedroom , sleeps 4
    • 2 bathrooms
    • near the ocean, resort
    • swimming pool
    Rates (shown in USD)
    $1225 - $1365 per property per week

  5. Look!! Wailea Ekahi Beachside Resort - Summer Special $199/nt — Property 160368

    Vacation Condo rental in Wailea area
    • Condo
    • 1 bedroom , sleeps 4
    • 1 bathroom
    • beach
    • accept credit card
    Rates (shown in USD)
    $1400 - $1750 per property per week

  6. Deluxe Oceanview Wailea Condo — Property 192613

    Vacation Condo rental in Wailea area
    • Condo
    • 2 bedrooms , sleeps 6
    • 2 bathrooms
    • beach, near the ocean
    • swimming pool
    Rates (shown in USD)
    $2025 per property per week

  7. Distinguished Oceanview Wailea Condo — Property 192614

    Vacation Condo rental in Wailea area
    • Condo
    • 1 bedroom , sleeps 4
    • 2 bathrooms
    • beach, near the ocean
    • swimming pool
    Rates (shown in USD)
    $1895 per property per week

  8. Elegant Maui Condo In Wailea — Property 210817

    Vacation Condo rental in Wailea area
    • Condo
    • 3 bedrooms , sleeps 8
    • 2 bathrooms
    • beach
    • swimming pool
    Rates (shown in USD)
    $2395 per property per week

  9. Luxury Beachfront Wailea Condo — Property 152894

    Vacation Condo rental in Wailea area
    • Condo
    • 2 bedrooms , sleeps 6
    • 2 bathrooms
    • beach
    • accept credit card
    Rates (shown in USD)
    $2495 per property per week

  10. Special Aug-Sept - Oceanview Remodeled Condo/Oceanfront Resort — Property 201289

    Vacation Condo rental in Wailea area
    • Condo
    • 1 bedroom , sleeps 4
    • 2 bathrooms
    • beach, resort
    • accept credit card
    Rates (shown in USD)

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