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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180 properties available
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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 2,300-square-foot home features a wrap-around lanai, providing one of the most breathtaking views in the Wailea Beach resort area. Just a short five-minute walk immerses you in the Pacific
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
Welcome to the serene and luxurious Wailea Elua Village 2108, your perfect oceanside retreat. This stunning two-bedroom, two-bathroom condo offers a spacious 1,528 square feet of living space, comfortably accommodating up to six guests. The master bedroom features a king bed, while the second bedroom has a queen bed and a twin bed, ensuring a restf
CORALTREE RESIDENCE COLLECTION presents... Wailea Elua Village 1504Elua Village sits right on Ulua Beach and connects directly to the 3.2-mile Wailea Beach Walk. This recently remodeled 2nd-floor 2-bedroom condo sits elevated above the resort, with floor-to-ceiling glass on 2 walls framing panoramic ocean views from the living room and lanai. 2 oce
CORALTREE RESIDENCE COLLECTION presents... Makena Surf A102A premier 1,510 sq.ft. 2-bedroom ground-floor oceanfront condo offering step-free access and a direct walkout lanai onto the sand of Poʻolenalena Beach in less than 1 minute. Enjoy central A/C, sweeping ocean views, and sea turtle snorkeling right off the shoreline. On-site resort perks fea
Wailea Elua Village #1001 is a stunning oceanfront sanctuary that has 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 cocktail wi
Oceanfront View
Complex Pool
Private Outdoor space
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2 Bedroom Oceanfront Condo - Diamond
Oceanfront View
Complex Pool
Private Outdoor space
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
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
Welcome to the Makena Surf F207, where luxury meets the ocean's edge. This beautifully renovated 2-bedroom, 2-bathroom oceanfront condo is perfect for your dream Maui getaway. The spacious 1,313 square foot open features floor-to-ceiling windows that bring the ocean views and natural lighting into the living room, kitchen, and dining area.Spend gen
Oceanfront View
Complex Pool
Private Outdoor space
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2 Bedroom Ocean Front Condo - Platinum
Oceanfront View
Complex Pool
Private Outdoor space
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 is a decorator's dream, harmoniously blending Hawaiiana art, modern furnishings, and Asian accents. Enjoy breath
Wailea Beach Villas Penthouse 403 offers a luxurious escape with stunning ocean views and ample space for the whole family. Spanning 2,000 square feet, this penthouse features three bedrooms and three full bathrooms, making it an ideal holiday retreat. Guests can enjoy breathtaking Maui sunsets from the expansive 375-square-foot covered lanai, perf
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.Grand Champions 27 features a large, privat
Golf View
Complex Pool
Private Outdoor space
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2 Bedroom Golf Course View Condo - Platinum
Golf View
Complex Pool
Private Outdoor space
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