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
185 properties available
Sort by:
Random
-
Random
-
Bedrooms
-
Sleeps
-
Availability
-
Price
-
Quality
Welcome to the enchanting Makena Surf G105 Beachfront Resort, your perfect haven nestled in the heart of Wailea. This stunning 2-bedroom, 2-bathroom oceanfront condo offers a luxurious escape for up to six guests. Step into the spacious living room, where you'll find a cozy twin-sized sleeper sofa, perfect for unwinding after a day of adventure. Th
Welcome to the serene and luxurious Wailea Ekolu Village 1607, your perfect retreat in the heart of Wailea. This stunning 1-bedroom, 2-bathroom condo offers a blend of modern elegance and tropical comfort, ideal for a relaxing getaway. The spacious 1069 square feet layout features a king-sized bed in the bedroom, ensuring a restful night's sleep, a
Welcome to your serene oasis at Wailea Ekahi Village 52D, a beautifully designed 1-bedroom, 1-bathroom condo nestled in the heart of Wailea. This luxurious 800 sq. ft. retreat offers a perfect blend of comfort and elegance, ideal for up to four guests. Step inside to find a spacious living room with a cozy sofa bed, perfect for unwinding after a da
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 your serene oasis at Wailea Ekolu Village 910, a stunning two-bedroom condo nestled in the heart of Wailea. This meticulously designed retreat offers a perfect blend of comfort and luxury, ideal for your next Hawaiian getaway. Step inside to discover a spacious, open-concept living area that seamlessly flows into a private outdoor balcon
Welcome to the Makena Surf E103 Beachfront Resort, your perfect oasis in Wailea. This luxurious 2-bedroom, 2-bathroom oceanfront condo offers a serene escape with breathtaking views of the Pacific Ocean. The master bedroom features a plush king bed, while the second bedroom comfortably accommodates two with a queen bed and a twin bed. Both bathroom
Oceanfront View
Complex Pool
Private Outdoor space
View Details
2 Bedroom Oceanfront Condo - Platinum
Oceanfront View
Complex Pool
Private Outdoor space
Welcome to Wailea Beach Villas Penthouse 209, a beautifully furnished 2,600 sq. ft. garden view suite that offers a serene escape overlooking the family pool. This open and airy vacation rental is designed for relaxation and leisure, featuring an expansive tiled great room that seamlessly blends indoor and outdoor living. When the sliding glass doo
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
View Details
3 Bedroom Golf Course View Condo - Platinum
Golf View
Complex Pool
Private Outdoor space
Welcome to your serene oasis at Wailea Ekahi Village 3B, a stunning studio condo nestled in the heart of Wailea. This meticulously designed retreat offers a perfect blend of comfort and luxury, ideal for a romantic getaway or a solo retreat. Step inside to discover a thoughtfully laid-out space that maximizes every square foot. The open-concept liv
Welcome to the serene and luxurious Wailea Grand Champions 31, your perfect retreat in the heart of Wailea. This stunning 2-bedroom, 2-bathroom condo, nestled in the exclusive Grand Champions community, offers a blend of comfort and elegance that will make your stay unforgettable.The open-concept living space is designed for relaxation and entertai
Welcome to the Makena Surf B106 Beachfront Resort, your perfect Hawaiian retreat. This stunning 2-bedroom, 2-bathroom oceanfront condo offers a luxurious escape for up to six guests. Step into the open-concept living area, where modern furnishings and large windows create a bright, airy atmosphere. The living room features a cozy sofa bed, perfect
Oceanfront View
Complex Pool
Private Outdoor space
View Details
2 Bedroom Oceanfront Condo - Platinum
Oceanfront View
Complex Pool
Private Outdoor space
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
Tell us what you're looking for and someone will contact you with available options.