Discover Wailea Fairway Villas
LISTINGS
Latest Homes for Sale in Wailea Fairway Villas
OVERVIEW

Luxury Condos for Sale in Wailea Fairway Villas, Wailea, HI
Nestled on a scenic hillside in the heart of South Maui’s most prestigious resort district, this community offers a tranquil escape for those seeking permanent residency or a dedicated second home. The neighborhood is unique in the area because it maintains a peaceful, quiet atmosphere through strict residential zoning that prohibits short-term vacation rentals. This ensures that neighbors are long-term residents rather than transient visitors, fostering a genuine sense of community. The property spans approximately 12 lush acres, with 118 units distributed across 24 two-story buildings designed to blend seamlessly with the tropical landscape.
The location is a golfer’s paradise, as the complex is perched directly along the 11th and 16th fairways. Because these are sought-after units on Wailea Blue Course, residents enjoy expansive green views and stunning vistas of the Pacific Ocean. The architecture emphasizes the beauty of the surroundings, with many units featuring high ceilings and spacious lanais to capture the cooling trade winds. For those exploring the market for Wailea Fairway Villas for sale, the combination of a stable residential environment and proximity to world-class beaches like Ulua and Wailea Beach makes this one of the most desirable addresses in South Maui.
Top Reasons to Buy in Wailea Fairway Villas, Wailea, HI
Elite Golf Course Living
Living in this community means having a front-row seat to one of the most iconic landscapes on Maui. These condos on the Wailea Blue Course offer a rare opportunity to live directly on the emerald fairways of the “Grand Dame” of Wailea golf. The layout of the buildings ensures that the lush landscape of the course feels like a natural extension of your own backyard.
Versatile and Spacious Layouts
The property offers a variety of floor plans to suit different lifestyle needs, including highly desirable three-bedroom options. The split level design provides excellent separation between the living areas and the bedrooms, making them feel more like single-family homes than traditional condos. With interior square footage reaching up to 1,790 square feet, there is plenty of room for a home office, guest space, or a pet. The thoughtful vertical orientation of the buildings also helps maximize the panoramic ocean and mountain views available from the upper levels.
Resort-Style Wellness Amenities
Maintaining an active lifestyle is easy with the high-quality facilities available exclusively to residents and their guests. You can start your day at the fitness center overlooking pool, which allows you to enjoy a workout with a view of the sparkling water and tropical gardens. After a session at the gym, the recreation area offers a heated swimming pool, a soothing spa, and a lounge area with a full kitchen for social gatherings. The clubhouse serves as the heart of the community, providing a space for neighbors to connect in a relaxed, resort-like setting.
Wailea Fairway Villas, Wailea, HI Real Estate Snapshot
- Price Range: Typically ranges from $1,100,000 to $2,400,000 depending on unit size and view quality.
- Typical Year Built: The community was completed in 1998.
- Typical Interior Square Footage: 2-bedroom units are approximately 949 sq. ft.; 3-bedroom units range from 1,568 to 1,790 sq. ft.
- Typical Lot Size: The entire complex sits on a 12.37-acre parcel of prime Wailea land.
- Market Facts: The average price per square foot is approximately $1,250 to $1,320, and the community is pet-friendly for owners.
DEMOGRAPHICS
Who Lives in Wailea/Makena
ENTERTAINMENT
Things to do around Wailea Fairway Villas
The Shops at Wailea
Premier outdoor shopping center with luxury boutiques, local art galleries, and fine dining.
Wailea Blue Golf Course
Historic "Old Wailea" course featuring wide fairways and stunning views of Mt. Haleakala.
Makena Beach State Park
Known as "Big Beach," this is one of Maui’s most iconic and expansive sandy shores.
Wailea Tennis Club
Award-winning facility offering 11 courts, lessons, and a full-service pro shop.
SCHOOLS
Schools near Wailea Fairway Villas
ON THE MAP
Wailea Fairway Villas on the Map
To reach the community from the Kahului Airport, follow HI-311 South (Mokulele Highway) toward Kihei. Continue as the road merges into Piilani Highway (HI-31), following it south into Wailea. Turn right onto Okolani Drive, then take your first left onto Kalai Waa Street. The entrance to the villas will be on your left, positioned conveniently near the Wailea Blue Course and the Wailea Town Center.