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.
travel dates
183 properties available
Sort by:
Random
-
Random
-
Bedrooms
-
Sleeps
-
Price
-
Quality
Welcome to your serene oasis at Wailea Elua Village 401, a stunning 2-bedroom ocean view condo nestled in the heart of Wailea. This meticulously designed retreat offers a perfect blend of comfort and luxury, ideal for your family getaway. Step inside to discover a spacious and airy living area, complete with a cozy sofa bed that comfortably accommo
Welcome to the luxurious Wailea Grand Champions 159, your perfect vacation retreat nestled in the heart of Wailea. This stunning 3-bedroom condo offers a blend of elegance and comfort, ideal for families or groups of friends seeking a memorable getaway. Step inside to discover a thoughtfully designed layout that maximizes space and style. The maste
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
Welcome to your serene oasis at Wailea Elua Village 2402, a luxurious 1-bedroom, 2-bathroom ocean view condo that promises an unforgettable stay. This meticulously designed 1,025 sq. ft. condo comfortably sleeps up to four guests, offering a perfect blend of elegance and comfort. Step into the open-plan living area, where the sleek, modern decor me
Welcome to your dream beachfront escape at Makena Surf E105 Beachfront Resort. This stunning two-bedroom, two-bathroom condo offers a perfect blend of luxury and comfort, ideal for a family getaway. The open-concept living area features a cozy sofa bed, making it easy to accommodate up to six guests. The master bedroom boasts a plush king bed, whil
Welcome to the serene and stylish Wailea Ekahi Village 39A, a perfect retreat nestled in the heart of Wailea. This 945 sq. ft. condo offers a luxurious one-bedroom, one-bathroom layout, comfortably accommodating up to four guests. The master bedroom features a plush king bed, while the living room provides a cozy sofa bed for additional guests.Step
Welcome to your serene oasis at Wailea Grand Champions 177, a luxurious 1-bedroom condo nestled in the heart of Wailea. This elegant retreat offers a perfect blend of comfort and style, ideal for your next Hawaiian getaway. Step inside to discover a thoughtfully designed living space, complete with a plush king-sized bed in the bedroom and a cozy 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
Welcome to the serene and luxurious Wailea Elua Village 1603, a stunning 2-bedroom ocean front condo nestled in the heart of Maui’s resort town of Wailea. “Oceanfront” literally means that the only thing separating your ground floor lanai from the ocean is landscaped and manicured lawns! The home is highlighted by its inviting and oversized lanai.
Welcome to your serene oasis at Wailea Ekahi Village 35D, a stunning 1-bedroom, 1-bathroom ocean view condo nestled in the heart of Wailea. This meticulously designed retreat offers a luxurious escape for up to four guests, combining modern elegance with the natural beauty of Hawaii.Step inside to discover a spacious, open-concept living area where
Welcome to your serene oasis at Wailea Ekahi Village 40F, a meticulously designed 1-bedroom, 1-bathroom garden view condo that promises an unforgettable stay. Nestled in the heart of Wailea, this 1,186 sq. ft. condo is perfect for up to four guests, offering a blend of comfort and luxury.Step inside to find a spacious living room with a cozy sofa b
Welcome to the Makena Surf F304 Beachfront Resort, your perfect Hawaiian retreat. This stunning 2-bedroom, 2-bathroom ocean front condo offers a luxurious escape for up to six guests. Step inside to find a spacious, open-concept living area with a fully equipped kitchen, perfect for preparing meals while enjoying the serene ocean views. The living
Oceanfront View
Complex Pool
Private Outdoor space
View Details
2 Bedroom Oceanfront Condo - Platinum
Oceanfront View
Complex Pool
Private Outdoor space
Tell us what you're looking for and someone will contact you with available options.