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
186 properties available
Sort by:
Random
-
Random
-
Bedrooms
-
Sleeps
-
Availability
-
Price
-
Quality
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
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
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
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
Experience the beauty of Maui in the luxurious Penthouse 210 at Wailea Beach Villas, a stunning retreat featuring two bedrooms and two bathrooms designed with tropical island elegance. This vacation rental welcomes families with its spacious layout, offering stylish overstuffed Tommy Bahama furniture in a soothing color palette of caramel, cherry,
Settle into your very own slice of Maui paradise with a stay in Wailea Beach Villas PH306. This exquisite two bedroom, two bathroom penthouse with exceptional ocean and island views are sure to inspire the luxury, comfort and serenity you deserve. Thoughtfully designed with cool turquoise and cinnamon accents, original Hawaiian artwork, and modern
Welcome to the Makena Surf A204 Beachfront Resort, your perfect oasis for a serene and luxurious Hawaiian getaway. Nestled in the heart of Wailea, this stunning 2-bedroom, 2-bathroom oceanfront condo offers a blend of modern comfort and natural beauty. Step inside to discover a spacious, open-concept living area with plush furnishings and a cozy so
Welcome to Wailea Beach Villas Penthouse 205, an elegant retreat that showcases sophisticated furnishings, vibrant colors, and striking artwork. This family-friendly penthouse features three bedrooms and three full baths, offering ample space for families or groups to relax and unwind.A private key-entry elevator transports you directly from your r
Welcome to your serene oasis at Wailea Ekolu Village 1107, a luxurious 2-bedroom condo nestled in the heart of Wailea. This stunning 1,316 sq. ft. property offers a perfect blend of comfort and elegance, ideal for a family getaway or a group of friends. Step inside to find a thoughtfully designed living space with plush seating, a flat-screen TV, a
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 your serene oasis at Wailea Ekahi Village 4D, 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 adventure. Step inside to discover a thoughtfully laid-out space featuring an inviting living area with a plush king-
Welcome to the serene Wailea Ekahi Village 6F, your perfect retreat nestled in the heart of Wailea. This meticulously designed 1-bedroom, 2-bathroom condo offers a luxurious escape for up to four guests. Step into the open-concept living area, where modern elegance meets comfort. The living room features a plush sofa bed, ideal for unwinding after
Tell us what you're looking for and someone will contact you with available options.