Moving to Wailea: Pros, Cons & What to Know
Moving to Wailea means joining Maui's premier, genuinely upscale, master-planned resort community -- a real, distinct South Maui market this record discloses honestly.
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Learn moreGenuinely upscale, gated real estate
Wailea's real estate is organized into 8 distinct gated communities, with a combined Wailea/Makena median home price of approximately $2.8 million through July 2026.
A real, honest income/housing-value tension
Wailea's own resident median household income ran only approximately $89,375 (2023 ACS), a figure that should not be mistaken for a signal of general affordability given the area's actual multi-million-dollar home prices.
A genuinely older, resort-paced resident profile
Wailea's median resident age ran 56.2 years, with 33.3% aged 65 or older -- a distinctly different demographic than family-dense mainland suburbs.
Key takeaways
- Wailea's real estate runs genuinely, overwhelmingly in the luxury tier across 8 gated communities.
- Wailea's modest resident median income does not reflect the area's actual housing costs.
- Wailea skews notably older and more resort-paced than neighboring Kihei.
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