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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191 properties available
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Welcome to your serene oasis at Wailea Point, where luxury meets natural beauty. This stunning 2-bedroom, 2-bathroom ocean view condo offers an idyllic retreat for up to four guests. Step inside to discover a thoughtfully designed layout that combines elegance with comfort.The open-concept living area is perfect for relaxation, featuring plush sofa
Ocean View
Complex Pool
Private Outdoor space
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2 Bedroom Ocean View Condo - 30+ Night Luxury Stays
Ocean View
Complex Pool
Private Outdoor space
Welcome to the Makena Surf A102 Beachfront Resort, your perfect oasis in Wailea, HI. This stunning 2-bedroom, 2-bathroom oceanfront condo sleeps up to six guests and offers a luxurious retreat with breathtaking views of the Pacific Ocean. Step inside to find a spacious, open-concept living area with a fully equipped kitchen, perfect for preparing m
Oceanfront View
Complex Pool
Private Outdoor space
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2 Bedroom Oceanfront Condo - Diamond
Oceanfront View
Complex Pool
Private Outdoor space
Welcome to the serene and luxurious Wailea Elua Village 1001, a stunning 2-bedroom oceanfront condo nestled in the heart of Wailea. This meticulously designed property offers a perfect blend of comfort and elegance, ideal for your dream vacation.Step inside to discover a spacious, open-plan living area that seamlessly flows into a private balcony,
Oceanfront View
Complex Pool
Private Outdoor space
View Details
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 the luxurious Wailea Grand Champions 95, your perfect retreat in the heart of Wailea. This stunning 3-bedroom condo offers a blend of elegance and comfort, perfect for a family getaway or a group of friends. The open-plan living area features a sleek, modern kitchen equipped with all the essentials, including a dishwasher, microwave, and
Golf View
Complex Pool
Private Outdoor space
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3 Bedroom Golf Course View Condo - Platinum
Golf View
Complex Pool
Private Outdoor space
Welcome to the serene and luxurious Wailea Grand Champions 104, your perfect retreat in the heart of Wailea. This stunning 1-bedroom condo offers a blend of modern elegance and comfort, ideal for a relaxing getaway. The open-plan living area features a plush king-sized bed in the bedroom, a cozy sofa bed in the living room, and can comfortably slee
Golf View
Complex Pool
Private Outdoor space
View Details
1 Bedroom Golf Course View Condo - Platinum
Golf View
Complex Pool
Private Outdoor space
Welcome to the serene and luxurious Wailea Grand Champions 52, your perfect retreat in the heart of Maui. This stunning 2-bedroom, 2-bathroom condo offers a blend of comfort and elegance, ideal for a family or group of friends seeking a memorable vacation. Step inside to discover a thoughtfully designed open-plan living space, where modern amenitie
Welcome to the serene and luxurious Wailea Elua Village 1504, a stunning 2-bedroom ocean view condo nestled in the heart of Wailea, Hawaii. This meticulously designed property offers a perfect blend of comfort and elegance, ideal for your dream getaway.Step inside to discover a spacious, open-concept living area adorned with modern furnishings and
Welcome to your serene oasis at Wailea Grand Champions 27, a luxurious 2-bedroom condo nestled in the heart of Wailea. This meticulously designed property offers a perfect blend of comfort and elegance, ideal for your next Hawaiian getaway.Step inside to discover a spacious, open-concept living area that seamlessly flows into a dining space, perfec
Golf View
Complex Pool
Private Outdoor space
View Details
2 Bedroom Golf Course View Condo - Platinum
Golf View
Complex Pool
Private Outdoor space
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
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
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
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