Wailea Beach Villas Vacation Rentals

  • Wailea Beach Villas | PH406

    Wailea Beach Villas Penthouse 406 is desirable for its remarkable Pacific Ocean and Island views. This upscale penthouse vacation rental features two bedrooms, two bathrooms, exotic hardwood furnishings, an incredible antiquities collection, and...

    • 3 bedroom
    • 2 bathroom
    • Sleeps 6
    Hawaii> Wailea
    from $2,328 
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  • Wailea Beach Villas | PH309

    Penthouse 309 at Wailea Beach Villas offers a distinctive blend of luxury and cultural charm, making it an ideal vacation rental for families or groups of friends. This 2,520 square foot ocean view suite is located on the third floor and is ...

    • 4 bedroom
    • 3 bathroom
    • Sleeps 8
    Hawaii> Wailea
    from $2,649 
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  • Wailea Beach Villas | PH512

    Penthouse 512 at Wailea Beach Villas offers an unparalleled top-floor experience with expansive ocean and island views, ideal for a Hawaiian dream vacation. This 3,000-square-foot home features a wrap-around lanai, providing one of the most ...

    • 3 bedroom
    • 2 bathroom
    • Sleeps 8
    Hawaii> Kihei
    from $4,089 
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  • Wailea Beach Villas | PH211

    Indulge in entertainment abound when vacationing in Wailea Beach Villas Penthouse 211. After you’ve spent an action-packed day at the beach or hiking one of Maui’s scenic trails, return to your vacation residence and discover some more ...

    • 4 bedroom
    • 2 bathroom
    • Sleeps 6
    Hawaii> Maui
    from $1,851 
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  • Wailea Beach Villas | F201

    Welcome to Villa F201, an expansive vacation retreat that embodies upscale relaxation. Spanning a generous 3,676 square feet, this luxurious 3-bedroom, 3.5-bath villa is perfect for families or couples seeking a serene getaway.

    Villa F201...

    • 3 bedroom
    • 4 bathroom
    • Sleeps 8
    Hawaii> Kihei
    from $2,396 
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  • Aloha Kai Suite at Wailea Beach Villas. Penthouse 205. Ocean View. 3 BR / 3 BA

    Wailea Beach Villas voted as one of the top 100 USA Hotels by the Conde Nast Traveler Readers Choice Awards!

    Luxury awaits in this exquisite three bedroom, three full baths, 2500 square feet Penthouse Villa J205 with gorgeous ocean view. ...

    • 3 bedroom
    • 3 bathroom
    • Sleeps 8
    Hawaii> Kihei
    from $1,857 
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  • Wailea Beach Villas | PH209

    Welcome to Wailea Beach Villas Penthouse 209, a beautifully furnished 2,600 sq. ft. garden view suite that offers a serene escape overlooking the family pool. This open and airy vacation rental is designed for relaxation and leisure, featuring ...

    • 4 bedroom
    • 3 bathroom
    • Sleeps 8
    Hawaii> Kihei
    from $2,327 
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  • Wailea Beach Villas | PH307

    In Wailea Beach Villas PH307 you can immerse yourself in luxe tropical comforts blended with blue ocean views. This delightful Maui ocean view vacation residence will cultivate long lasting memories and leave you feeling rejuvenated upon ...

    • 4 bedroom
    • 2 bathroom
    • Sleeps 6
    Hawaii> Kihei
    from $1,967 
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  • Wailea Beach Villas | E202

    Warm breezes and lush tropical gardens greet guests of Wailea Beach Villas E202 as the spacious and comfortably appointed interior blends seamlessly onto the private outdoor lanai. Contemporary neutral and earth-toned furnishings are ...

    • 3 bedroom
    • 4 bathroom
    • Sleeps 4
    Hawaii> Kihei
    from $2,652 
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  • Wailea Beach Villas | G302

    Welcome to Villa G302, your luxurious Hawaiian escape where relaxation meets elegance. This stunning ocean view villa features two walls of retractable sliding doors that seamlessly blend the open living area with a spacious corner lanai, ...

    • 3 bedroom
    • 4 bathroom
    • Sleeps 4
    Hawaii> Kihei
    from $3,190 
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  • Wailea Beach Villas | PH111

    Curated with our guests in mind, Wailea Beach Villas PH111's outdoor elements are just as immaculate as the home’s interiors. Unwind and enjoy peekaboo views of the ocean along with tropical greenery from your private lanai. The pristine ...

    • 4 bedroom
    • 2 bathroom
    • Sleeps 4
    Hawaii> Wailea
    from $2,074 
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  • Wailea Beach Villas | PH210

    Experience the beauty of Maui in the luxurious Penthouse 210 at Wailea Beach Villas, a stunning retreat featuring two bedrooms and two bathrooms designed with tropical island elegance. This vacation rental welcomes families with its spacious ...

    • 3 bedroom
    • 2 bathroom
    • Sleeps 6
    Hawaii> Kihei
    from $1,799 
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  • Wailea Beach Villas | PH306

    Settle into your very own slice of Maui paradise with a stay in Wailea Beach Villas PH306. This exquisite two bedroom, two bathroom penthouse with exceptional ocean and island views are sure to inspire the luxury, comfort and serenity you ...

    • 4 bedroom
    • 2 bathroom
    • Sleeps 4
    Hawaii> Wailea
    from $2,089 
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  • Wailea Beach Villas | PH402

    Experience the very best in tropical island living from ocean view Wailea Beach Villas Penthouse 402. Revel in sweet sunsets and seasonal whale watching from your spacious, private lanai with scenic views of the Maui horizon, Molokini Crater and...

    • 2 bedroom
    • 2 bathroom
    • Sleeps 6
    Hawaii> Kihei
    from $2,309 
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  • Direct Beach Access - Best Location - Wailea Beach Villas H101 - Walk Everywhere

    RARE NOVEMBER OPENING - THANKSGIVING AVAILABLE

    The best location in Wailea! Quick 2-minute walk to Wailea beach, shops, restaurants & the stunningly scenic Wailea Beach Path.

    BOOKING CALENDAR/MINIMUM NIGHT STAY:
    Our calendar...

    • 3 bedroom
    • 3 bathroom
    • Sleeps 7
    Hawaii> Kihei
    from $1,733 
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  • Wailea Beach Villas E-302 on Wailea Beach

    Modern living, in one of the best locations at Wailea Beach Villas, with outer island and sunset views that are unmatched. Centrally located in the complex, and only steps away to both pools on property as well as the white sand beach and Wailea...

    • 3 bedroom
    • 4 bathroom
    • Sleeps 8
    Hawaii> Kihei
    from $4,601 
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  • Wailea Beach Villas | PH104

    Marvel at the sophisticated style and décor of Wailea Beach Villas Penthouse 104, where a touch of Bali influence seamlessly merges with rustic undertones to create an unforgettable ambiance. The interior design captivates with elements like a ...

    • 3 bedroom
    • 2 bathroom
    • Sleeps 6
    Hawaii> Wailea
    from $1,940 
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  • Wailea Beach Villas | PH201

    Call this private piece of paradise home, which features panoramic views of Maui and the ocean below as well as luxurious interior elements everywhere you look. This contemporary vacation residence spans 2,500 square feet and captures the true ...

    • 3 bedroom
    • 3 bathroom
    • Sleeps 6
    Hawaii> Wailea
    from $2,311 
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  • Wailea Beach Villas | PH207

    Upon entering your Wailea Beach Villas Ph207, you'll be captivated by the open floor plan, which seamlessly integrates a cozy living room, a quiet den with shoji screen doors, a gourmet kitchen, and a dining area. Sliding doors lead to a lanai ...

    • 4 bedroom
    • 2 bathroom
    • Sleeps 6
    Hawaii> Wailea
    from $1,959 
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  • Wailea Beach Villas | PH411

    Let the sounds of palm fronds brushing against each other in the gentle trade winds sing you to sleep this vacation. With relaxing views of the ocean and the manicured tropical landscaping, Wailea Beach Villas Penthouse 411 leaves no stone ...

    • 3 bedroom
    • 2 bathroom
    • Sleeps 8
    Hawaii> Wailea
    from $2,127 
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