Wailea Fairway Villas: Serene South Maui Living with a Smart Edge

Set quietly along the Wailea Blue Golf Course, Wailea Fairway Villas is where casual elegance meets practical ownership. This low-density, pet-friendly community offers some of Wailea’s best values for full-time and part-time residents alike—without compromising on views, charm, or convenience.

Here, the atmosphere is calm, the breezes are steady, and the sunsets over the Pacific never get old. For those looking to embrace the Wailea lifestyle with a touch more breathing room, this hillside hideaway is a welcoming choice.

 Smart Design Meets Island Ease

Originally built in the mid-1990s, Wailea Fairway Villas blends simple, well-planned layouts with stunning golf course and ocean views. The community is made up of 118 units across 24 two-story buildings, offering two- and three-bedroom floor plans ranging from approximately 949 to 1,800 square feet.

While short-term rentals are not permitted, many residents live here full time or use their villas as long-term or seasonal homes. That gives the community a wonderfully quiet, residential feel—one where neighbors wave, landscaping is meticulous, and poolside afternoons remain tranquil.

 Wailea Fairway Villas at a Glance

Location: 3950 Kalai Waa Street, Wailea, Maui
Built: 1998
Total Units: 118
Layouts: 2–3 bedrooms, approx. 949–1,800 sq ft
Zoning: Apartment – No short-term rentals
Ownership: Fee simple
Pet Policy: Pets allowed with board approval
On-Site Amenities:
• Clubhouse with kitchen and lounge
• Oceanview pool and hot tub
• Fitness center
• Barbecue areas
• Assigned parking
• Direct access to Wailea Blue Golf Course
• Close proximity to Shops at Wailea, world class beaches, and fine dining

Views, Value & Everyday Comfort

At Wailea Fairway Villas, the magic is in the mix—generous interiors, sweeping views, and a location that puts the entire Wailea resort area within easy reach. Many units enjoy panoramic ocean and golf course views from private lanais, while interiors often include vaulted ceilings, split-system A/C, and tasteful upgrades.

This community offers a smart path into the Wailea lifestyle—ideal for remote workers, retirees, or second-home seekers who appreciate value without giving up proximity or peace.

What Owners Love About Fairway Villas

Wailea Fairway Villas has quietly earned a reputation as one of Wailea’s best-kept secrets. Here's why owners love calling this hillside home:

• Peaceful, Local Atmosphere
  With no short-term rentals, the community feels grounded and relaxed, perfect for longer stays or full-time living.

• Ocean and Fairway Views
  Many units offer west-facing lanais with views of the sunset, Molokini, and the green fairways below.

• Pet-Friendly & Walkable
  One of Wailea’s few pet-approving complexes—plus easy access to Wailea’s sidewalks, beaches, and amenities.

• Well-Managed & Maintained
  The HOA takes pride in the care of the grounds, keeping the complex clean, attractive, and welcoming.

• Affordability in Wailea
  For the location, space, and lifestyle access, Wailea Fairway Villas offers one of the most compelling values on the market.

 Ready to Explore Life at Fairway Villas?

If you're seeking a quieter, more grounded version of Wailea living—where golf, views, and comfort come standard—Wailea Fairway Villas may be exactly what you’ve been looking for. With its combination of location, livability, and long-term value, this community continues to stand out as a favorite among savvy South Maui buyers.

 Considering a Change?

Whether you’re making space for a new chapter or simply reassessing your property goals, positioning your Fairway Villas residence thoughtfully is key. I offer custom marketing, elevated presentation, and proven negotiation strategies to help maximize your results—backed by the global reach of Coldwell Banker Global Luxury.

Let’s make your next move as seamless and rewarding as it should be.

Real Estate, Refined and Relational

Wailea Fairway Villas may not be oceanfront—but it delivers a front-row seat to the Wailea lifestyle. With golf at your doorstep, beaches just minutes away, and a community that feels like home, it's easy to see why so many owners choose to stay for the long haul.

Let’s talk about how this hidden gem might fit into your Maui vision.