The Wailea House That’s Cheaper Than Most Condos | Deal of the Week

Dreams vs Ultimate Dreams on Maui — Why many buyers start with a condo… but end up wanting a single-family home in Wailea.

In this Deal of the Week, we tour a rare opportunity in the heart of Wailea: a 4-bedroom, 2.5-bath single-family home just steps from Keawakapu Beach (one of Maui’s best beaches). Built in 1987 and priced at $2,000,000, this 2,400 sq ft gated home in Wailea Kai offers:

- Short stroll or quick golf cart ride to the sand
- Spacious layout with main-floor bedroom + 3 bedrooms downstairs
- Private courtyard with hot tub
- Attached garage + extra storage
- Significantly lower monthly HOA fees and property taxes compared to nearby vacation-rentable condos (Monokai, Halihui Kai, Kihei Surfside)

We discuss why this could be the perfect “starter” house for families, multigenerational vacations, or long-term owners who want more space and privacy than a condo. Plus, the numbers show it’s priced well below recent sales in the neighborhood — a potential ground-floor opportunity or flip in one of South Maui’s most desirable resort communities.

Location: Wailea Kai, near the border of Kihei & Wailea, walking distance to Keawakapu Beach.

Property Highlights:
• 4 Beds | 2.5 Baths | 2,400 sq ft
• Built 1987 | Gated community
• Priced at $860/sq ft (vs neighborhood comps ~$1,100+)
• 180 days on market — motivated seller

Whether you’re upgrading from a condo, looking for a family legacy property, or seeking a second home with lower carrying costs, this Wailea house deserves a closer look.

Dreams2Reality Hawaii | Your guide to buying and selling on Maui.

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Ultimate Coastal Property Management: Mastering Waterfront Leasing, Marina Operations & Oceanfront Rentals

Why Coastal Property Management is Essential

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Waterfront Leasing is a lucrative opportunity for property owners looking to capitalize on their prime locations. Effective leasing strategies involve understanding market demands, setting competitive rates, and attracting quality tenants who appreciate the unique allure of waterfront living. By partnering with experienced property managers, owners can ensure high occupancy rates and optimal returns on their investments.

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Conclusion

Mastering Coastal Property Management requires a comprehensive approach that encompasses Waterfront Leasing, Beachfront Maintenance, Marina Operations, Shoreline Compliance, Oceanfront Rentals, and Saltwater Property Care. By leveraging professional management services, property owners can ensure their waterfront assets remain valuable, attractive, and compliant. Embrace the expertise of seasoned coastal property managers to navigate the complexities of the seaside market and achieve sustained success.