Cost of Living in Wailea

Wailea's cost of living runs genuinely into the luxury tier, driven overwhelmingly by its extreme housing costs atop Hawaii's already highest-in-the-nation statewide cost of living.

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Housing dominates the cost picture

Wailea's combined Wailea/Makena median home price ran approximately $2.8 million through July 2026 -- an order of magnitude above the roughly $355,000-$375,000 national comparison range.

Hawaii's statewide cost-of-living context

Hawaii's real, current cost-of-living index runs approximately 193 (nearly double the national baseline), driven by elevated housing, grocery, electricity, and gas costs statewide.

Insurance and property-specific costs run higher too

Wailea's genuinely much higher property values mean actual homeowners-insurance premiums will run well above Hawaii's statewide average in absolute dollar terms.

Key takeaways

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Last reviewed: 2026-08-28. Independent research; not financial, tax, or legal advice -- confirm current figures with a local professional before making a decision.