Wailea Lodging
Luxury Resorts, WORLD CLASS Golf, AND Upscale Shopping
Wailea is a luxurious resort community in South Maui, renowned for its beautiful crescent shaped beaches. The area is home to several world-class golf courses, luxurious shopping, and exquisite dining options. Known for its upscale accommodations, Wailea boasts numerous resorts and vacation rentals, including family-friendly options, making it ideal for both relaxation and adventure.
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187 properties available
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Wailea Elua Village #1001 is a stunning oceanfront sanctuary that has recently undergone a complete transformation.
For discerning travelers who enjoy the best of Wailea, the extended outdoor living space allows you to enjoy panoramic ocean views while relaxing with a book, enjoying a meal al fresco at the covered dining table, or savoring a coc
Villa 104 at Wailea Grand Champions Villas is a beautiful Maui vacation rental that offers an exceptional blend of style, comfort, and convenience. This modern and hip condo boasts stunning golf course views and thoughtfully curated interior design elements that create a unique island atmosphere.
The villa's decor is a perfect mix of contemporary a
Wailea Elua Village 1504 is a luxurious vacation rental located in the picturesque Wailea area of Maui. This beautifully designed two-bedroom, two-bathroom condo will check all the boxes your are looking for in your Maui vacation rental steps from the beach.
The interior of Wailea Elua 1504 features an open floor plan that seamlessly connects the l
Welcome to your dream vacation in Wailea, Maui! This beautiful two-bedroom residence combines comfort, style, and convenience for an unforgettable stay in paradise. Upon entering, you'll be welcomed by a spacious, open living area, tastefully furnished for a relaxed ambiance. The living room offers plush seating and a flat-screen TV, perfect for un
This residence has been given the Hawaiian name "Wailea Kapili", which translates to "a Wailea Gathering." It is the perfect accommodation for gathering with friends and family to enjoy the beauty of Maui. This Ho'olei Residence is a spacious 2,426 square foot three bedroom, three and half bath villa sleeps eight guests comfortably. The close prox
The recently renovated Makena Surf A102 is a prime oceanfront vacation home spanning 1,510 square feet. This ground-floor unit boasts direct beach access from its private lanai, allowing guests to step right onto the sand. The residence features two bedrooms and two bathrooms, accommodating up to five guests comfortably.
The fully equipped kitche
Nestled in the heart of Wailea, this charming Grand Champions residence offers a tranquil retreat that feels like your own private Hawaiian sanctuary. As you step through the door, you're immediately embraced by the warmth of island living and the thoughtful design that sets this two-bedroom rental apart.
The residence features a large, private lan
Do your Maui vacation right! Wailea Grand Champions 95 is surrounded by tropical landscaping and rolling green fairways, that serve as a constant reminder that you are vacatioing in paradise. This vacation rental offers a perfect blend of comfort and luxury, making it an ideal choice for families or groups seeking a memorable getaway in Maui. This
Welcome to Wailea Elua Village #2108. This two-bedroom, two-bath residence is fully remodeled and redecorated, features an extra-large floor plan of more than 1,500 square feet, and boasts gorgeous, elevated views of the ocean, off-shore islets, and lush tropical gardens from each room. At sunset you can gaze directly towards the ocean in a westerl
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 textured wall-mounted matting behind the impressive 85" living room TV and a charming wooden picnic-table
Wailea Point is the ultimate in privacy and elegance for those seeking stays of 30 nights or longer. For shorter stays, please select from one of our other beautiful Wailea resort properties.
The finest development in the finest neighborhood on the finest Hawaiian Island! Wailea Point is an award-winning ocean view resort property perched above th
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 unturned in the pursuit of your delight. Open up your lanai doors and head outside to look for whales or watch
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