Island Living

Wailea Accommodations

Step into your bright, spacious residence and leave your cares behind as you embrace the island's relaxed pace. Whether you're on the penthouse lanai or lounging in your beachside villa, this time is all yours. At Wailea Beach Villas, choose your stay by residence category or by your favorite vacation home. Each home meets luxurious standards and boasts it's own unique decor, as well as beautiful ocean or garden views, ensuring your group enjoys an unforgettable stay. 

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    • A patio dining set overlooks a serene ocean view with palm trees and mountains in the background under a colorful sky during sunset.
    • Wailea Beach Villas
    • Wailea Beach Villas
    • Wailea Beach Villas
    • Wailea Beach Villas
    • Wailea Beach Villas
      • Villa

      Ocean View Three-Bedroom Villa

      Spectacular ocean views from your bedroom, living room and private lanai. Up to 3,100 square feet of indoor-outdoor living space. The photos on our website may differ from the actual residence you book, as decor is unique to each vacation rental. Minutes away from the beach and pools.

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      • This image shows a spacious and modern indoor-outdoor living area with comfortable seating, a dining table, and a view into a well-furnished interior.
      • Wailea Beach Villas
      • Wailea Beach Villas
      • Wailea Beach Villas
      • Wailea Beach Villas
      • Wailea Beach Villas
      • Wailea Beach Villas
      • Wailea Beach Villas
        • Villa

        Garden View Three-Bedroom Villa

        Enjoy tropical relaxation in these luxurious 3,100 square foot residences that effortlessly combine indoor and outdoor living. The photos on our website may differ from the actual residence you book, as decor is unique to each vacation rental. Private entry and just a short walk to the beach and pools.

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        • An outdoor deck with a dining table set for a meal, overlooking the ocean. There are lounge chairs on the side and a stunning ocean view.
        • Wailea Beach Villas
        • Wailea Beach Villas
        • Wailea Beach Villas
        • Wailea Beach Villas
        • Wailea Beach Villas
        • Wailea Beach Villas
        • Wailea Beach Villas
          • Penthouse

          Ocean View Three-Bedroom Penthouse

          Take advantage of elevated views of the Pacific Ocean from your spacious 2,500 square foot penthouse with unforgettable sunset views and whale watching right from your private lanai. The photos on our website may differ from the actual residence you book, as decor is unique to each vacation rental.

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          • A modern bedroom with a large window, double bed, ceiling fan, TV, wooden furniture, plants, lamps, and chairs, featuring blue and green accents.
          • Wailea Beach Villas
          • Wailea Beach Villas
          • Wailea Beach Villas
          • Wailea Beach Villas
          • Wailea Beach Villas
          • Wailea Beach Villas
          • Wailea Beach Villas
            • Penthouse

            Garden View Three-Bedroom Penthouse

            Lush tropical greenery, spa-inspired bathrooms, and private elevator access. Up to 1,900 square feet of indoor-outdoor living space. The photos on our website may differ from the actual residence you book, as decor is unique to each vacation rental.

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            • A modern living room with ocean views, featuring a large gray sectional sofa, wooden coffee table, floor lamp, blue rug, and open dining area.
            • Wailea Beach Villas
            • Wailea Beach Villas
            • Wailea Beach Villas
            • Wailea Beach Villas
            • Wailea Beach Villas
            • Wailea Beach Villas
            • Wailea Beach Villas
              • Penthouse

              Ocean View Two-Bedroom Penthouse

              Breathtaking sunset views and whale-watching from your living room. The photos on our website may differ from the actual residence you book, as decor is unique to each vacation rental. Floor plans start at 1,900 square feet of indoor-outdoor living space.

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              • A tropical balcony at sunset with palm trees, outdoor seating, and a view of nearby buildings and lush greenery.
              • Wailea Beach Villas
              • Wailea Beach Villas
              • Wailea Beach Villas
              • Wailea Beach Villas
              • Wailea Beach Villas
                • Penthouse

                Garden View Two-Bedroom Penthouse

                Beautiful garden views, spa-inspired bathrooms and pool views. Up to 1,900 square feet of indoor-outdoor living space. The photos on our website may differ from the actual residence you book, as decor is unique to each vacation rental.

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              Wailea Beach Villas Resort Amenities

              • Welcome lei greeting
              • State-of-the-art fitness facility
              • ​ Private elevator access for All Residences on The Second Floor or Higher
              • Family Pool with Shallow End for Younger Children and Heated Spa
              • Oceanfront Infinity-Edge Adult Pool and Heated Spa
              • Use of Beach Chairs, Beach Umbrellas and Casabellas
              • Beach and Pool Attendants and Services
              • Massage Services in Our Oceanfront Massage Hale
                Near the Adult Pool (Fee)
              • Complimentary Concierge to Assist with Activity Planning
              • Discount Rates at The Wailea Golf Courses
              • Bellman Assistance
              • Gated Property with 24-Hour Security Service
              • Family Room with Billiard and
                Ping Pong Tables (Reservation Only)
              • Business Center
              • Complimentary Tea and Coffee in the Lobby Daily
              • Complimentary Reef-Safe Sunscreen at the Pools
              • Pool and Beach Towels
              • Dry Cleaning Services (fee)

               In-Residence Amenities

              • Gourmet kitchens with top of the line appliances and fully appointed with cookware, utensils, glassware and flatware
              • ​ Viking grill stations with granite counter tops on every lanai
              • ​ Option to pre-stock your refrigerator and pantry before you arrive
              • ​ Coffee maker with locally-roasted Maui Coffee and condiments
              •  ​ Complimentary parking
              •  ​Indoor/Outdoor living space on your own private lanai (balcony)
              • Housekeeping services
              • ​ In-residence washer and dryer
              • Unlimited local calls
              • Complimentary wi-fi internet access