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Wailea Grand Champions vacation rentals

We found 161 vacation rentals — enter your dates for availability

Welcome to the stunning shores of Wailea, where golden beaches meet lush landscapes and world-class amenities await. Immerse yourself in the vibrant atmosphere, from the serene sands of Wailea Beach to the exhilarating golf courses of Wailea Golf Resort. Perfect for families and groups, our luxurious condos and vacation homes provide the comfort and convenience of home, allowing you to create unforgettable memories in this Hawaiian paradise.

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, yards and more
  • More for less

    More space, more privacy, more amenities — more value
  • A place for everyone

    We stand for diversity, inclusion and families everywhere.
    Learn more

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