Wailea Luxury Vacation Rentals
These hand-selected stays feature elevated interior design and thoughtfully curated settings that meet discerning luxury expectations. Ideally located in premier beachfront areas, they place guests in the heart of Wailea with seamless access to resort amenities, dining, and beach experiences.
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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 accessible via a private elevator, ensuring privacy and exclusivity.The penthouse features three bedrooms and
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, complete with a built-in Viking grill-perfect for sunset barbecues in a tranquil island atmosphere.Designed wit
Welcome to Wailea Beach Villas Penthouse 106, a luxurious ground-floor retreat in one of Maui's most prestigious beachfront communities. This stunning 1,899-square-foot villa offers the perfect blend of island elegance and modern comfort, making it an exceptional choice for families or small groups seeking a five-star getaway in Wailea.Inside, you'
Welcome to Wailea Beach Villas D302! Recently renovated, this residence features a custom gourmet kitchen and dining area, offering a luxurious and spacious retreat in one of Maui's premier locations. Spanning over 2,900 square feet of indoor and outdoor living, it comfortably accommodates families or groups of up to 8 guests.Located on the upper f
You will feel like a rock star in this oceanfront villa that even has a vinyl record Juke box with complimentary play! Villa B101 sits oceanfront within a secluded garden area surrounding a private plunge pool. A short stroll leads you to the oceanfront infinity pool where adults cool off in peace and tranquility. Cap off your full Maui day in para
Oceanfront View
Complex Pool
Private Outdoor space
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3 Bedroom Ocean Front Villa - Platinum
Oceanfront View
Complex Pool
Private Outdoor space
Wailea Beach Villas Penthouse 504 enjoys 180 degree views of the Pacific Ocean, Kaho‘olawe, Molokini crater, and Lanai. This generous two-bedroom, two-bathroom condo provides over 1900 sq. ft. of living space, outdoor lanai, entertaining space, plus a den. Located on the fifth floor, guests can take advantage of the elevated views! Lounge on the s
Wailea Beach Villas Penthouse 404 is a stunning two-bedroom plus den, two-bathroom ocean view residence offering over 1,978 sq. ft. of elegant indoor-outdoor living. Situated on the fourth floor, this penthouse enjoys sweeping views of the Pacific Ocean, Kaho'olawe and Molokini, creating the perfect backdrop for your Maui vacation. The private lana
Wailea Beach Villas Penthouse 301 offers an unparalleled vacation experience with its luxurious 2,500 square foot ocean view suite. Situated on the third floor and accessible via a private elevator, this penthouse ensures privacy and tranquility. The suite features three elegantly appointed bedrooms and three bathrooms, accommodating up to eight gu
Marvel at the sophisticated style and decor 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 textured wall-mounted matting behind the impressive 85'' living room TV and a charming wooden picnic-table
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 allure of vacationing in Hawaii while providing the ultimate in luxury, comfort, and convenience. Blending
Awaken to the sweet sounds of palm trees swaying in the tropical breeze from Wailea Beach Villas PH112. Spanning 2,500 square feet, this main level, corner villa fuses a Hawaiian vibe with warm, earthy interior tones. The wraparound lanai offers peekaboo views of the ocean and the surrounding lush grounds. Ideal for large friend groups or couples t
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 an amazing ocean view. The luxurious and expansive sightline is visible from the front entry and boasts
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