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
179 properties available
Sort by:
Random
-
Random
-
Bedrooms
-
Sleeps
-
Price
-
Quality
Welcome to your dream vacation home in Wailea Grand Champions, where luxury meets comfort. This stunning 3-bedroom, 2-bathroom condo is perfect for families or groups seeking a relaxing getaway. The spacious layout features a master suite with a king-sized bed, a second bedroom with another king bed, and a third bedroom with bunk beds and a twin be
Golf View
Complex Pool
Private Outdoor space
View Details
3 Bedroom Golf Course + Partial Ocean View Condo
Golf View
Complex Pool
Private Outdoor space
Welcome to the serene and luxurious Wailea Elua Village 1202, your perfect short-term rental in the heart of Wailea. This stunning 1-bedroom, 1-bathroom ocean view condo offers a blend of comfort and elegance, ideal for up to 4 guests. The spacious 1,025 square feet layout features a king-sized bed in the bedroom, ensuring a restful night's sleep,
CORALTREE RESIDENCE COLLECTION presents... Wailea Elua Village 1102Elua Village sits steps from Ulua Beach and connects directly to the 3.2-mile Wailea Beach Walk — the most beach-accessible address in the area. This beautifully remodeled condo sits elevated, opening up sweeping Pacific views from the private balcony. Two resort pools, a shared hot
Wake up to the sound of gentle waves and panoramic ocean views at Polo Beach Club 102, a beautifully appointed ground-floor beachfront retreat in the heart of Wailea. Easily walk out to the beach or pool in seconds without traversing any stairs or waiting for an elevator. Think how easy it will be to take all your favorite beach items (chairs, umb
Welcome to Wailea Beach Villas Penthouse 105, where luxury living meets the breathtaking beauty of Maui. This elegant ocean view penthouse spans 2,500 square feet and features a spacious floor plan that flows seamlessly onto a generous lanai, providing the perfect backdrop for enjoying the island's tropical splendor.Located in a prime position with
Welcome to the serene and luxurious Wailea Ekahi Village 11A, your perfect retreat nestled in the heart of Wailea. This beautifully designed 1-bedroom, 1-bathroom condo offers a tranquil escape for up to four guests. Step into a spacious, open-concept living area where you can unwind on the plush sofa bed, perfect for cozy nights in. The sleek, mod
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
Treat yourself to an unforgettable retreat at Wailea Elua Village 1101, a stunning 1-bedroom, 1-bathroom ocean view condo nestled in the heart of Wailea, steps from Ulua Beach. This meticulously designed 1,025-square-foot vacation condo comfortably accommodates up to four guests, offering a perfect blend of luxury and comfort for your vacation geta
CORALTREE RESIDENCE COLLECTION presents... Wailea Ekahi Village 12AStep off the ground-floor walk-out patio and you're on the tropical grounds — Keawakapu Beach a short stroll away, where sea turtles glide offshore year-round. A split-level 1-bedroom, 1.5-bathroom condo sleeping up to 4, with ocean and pool views from the patio — ideal for couples
CORALTREE RESIDENCE COLLECTION presents... Makena Surf B106Experience an intimate Hawaiian retreat at this 2-bedroom ground-floor condo on Po'olenalena Beach. Perfect for families, this quiet escape offers a short path directly from your private lanai to the sand. Enjoy world-class sea turtle snorkeling right off the property, a highly praised chef
Oceanfront View
Complex Pool
Private Outdoor space
View Details
2 Bedroom Oceanfront Condo - Platinum
Oceanfront View
Complex Pool
Private Outdoor space
Welcome to the serene and luxurious Wailea Elua Village 1511, your perfect retreat in the heart of Wailea. This stunning 1-bedroom, 2-bathroom garden view condo offers a blend of modern elegance and tropical comfort, ideal for a relaxing getaway. The spacious 1,025 square feet layout features a king-sized bed in the master bedroom, ensuring a restf
Welcome to your serene oasis at Wailea Ekahi Village 15D, a beautifully designed 1-bedroom, 1-bathroom condo nestled in the heart of Wailea, Hawaii. This elegant retreat comfortably accommodates up to four guests, offering a perfect blend of luxury and comfort for your Hawaiian getaway.Step inside to discover a thoughtfully laid-out living space, w
Tell us what you're looking for and someone will contact you with available options.