Published August 2, 2025

The Complete Guide to Wailea Fairway Villas – Maui's Premier Golf Course Condo Community

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Written by Todd Hudson

Tropical landscaping at Wailea Fairway Villas overlooking the golf course and Pacific

Welcome to Wailea Fairway Villas – Maui's Hidden Gem

Perched along the lush fairways of the Wailea Blue Golf Course, the Wailea Fairway Villas offer a unique blend of tranquility, scenic beauty, and upscale Maui living. Unlike many other complexes in Wailea, Wailea Fairway Villas does NOT allow short-term vacation rentals, making it an ideal retreat for full-time residents and long-term investors seeking peace and privacy.


Prime Location on Wailea’s Prestigious Golf Course

Wailea Fairway Villas is located on one of the most coveted pieces of land in Wailea. Positioned along the picturesque 11th fairway of the Wailea Blue Course, the complex enjoys panoramic ocean views, golf course greenery, and stunning sunsets from many of its units.

  • Address: 3950 Kalai Waa Street, Kihei, HI 96753

  • Walking distance to Wailea Town Center, Shops at Wailea, and world-class beaches.

  • Adjacent to luxury resorts like the Grand Wailea and Four Seasons.


Resort-Style Amenities (Without the Crowds)

Wailea Fairway Villas features amenities designed for comfort and relaxation:

  • Heated Swimming Pool & Spa

  • Air-Conditioned Fitness Center

  • Clubhouse with Kitchen and BBQ Pavilion

  • On-site Manager and Maintenance Team

  • Pet-Friendly Complex


No Short-Term Rentals: Peace, Privacy & Community

One of the defining features of Wailea Fairway Villas is that short-term vacation rentals (under 6 months) are not allowed. This creates a quiet, residential atmosphere where owners value the sense of community, well-maintained grounds, and lack of transient turnover.

For buyers seeking a second home, full-time residence, or long-term investment, Wailea Fairway Villas offers exceptional value and a serene lifestyle.


Current Market Snapshot (August 2025)

Metric Data
Recent Sales Price Range $1.1M – $1.5M
Price per Sq. Ft. $1,050 – $1,250
Active Listings (August 2025) 4 units
Average Days on Market 72 days
HOA Fees ~$1,371/month (includes water, sewer, trash, landscaping, and insurance)

Pros & Cons of Wailea Fairway Villas

Pros:

  • Golf course frontage with sweeping ocean views

  • Quiet, residential community (no vacation rentals)

  • Competitive pricing compared to nearby luxury complexes

  • Low-density, well-maintained complex

  • Strong long-term rental demand

Cons:

  • No short-term rental income potential

  • Limited inventory (units rarely come up for sale)


Why Wailea Fairway Villas is a Smart Buy in 2025

With the scarcity of inventory in Wailea and rising demand for non-vacation rental properties, Wailea Fairway Villas presents a unique buying opportunity. The complex appeals to:

  • Buyers seeking a peaceful Maui home away from the tourist flow.

  • Investors wanting a stable, long-term rental property.

  • Golf enthusiasts who want their backyard to be a fairway.

As of mid-2025, Maui’s real estate market remains highly competitive, and Wailea Fairway Villas continues to attract savvy buyers who recognize its unbeatable location and value.


Ready to Explore Wailea Fairway Villas?

If you’re considering purchasing a unit in Wailea Fairway Villas, let’s schedule a private tour or provide you with a personalized market analysis.

Contact Todd Hudson at The 808 Team – 808-344-3584
WWW.The808Team.com


Frequently Asked Questions (FAQ)

Q: Are short-term rentals allowed at Wailea Fairway Villas? A: No, only long-term rentals (6 months or more) and owner-occupancy are permitted.

Q: What is the typical price range for units? A: As of August 2025, prices range from $1.1M to $1.5M, depending on view and upgrades.

Q: What are the HOA fees? A: Approximately $1,371/month, covering common area maintenance, insurance, water, sewer, and trash.

Q: Can I have pets? A: Yes, Wailea Fairway Villas is a pet-friendly community.

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