Housing Market in Wailea
Wailea's housing market runs genuinely, overwhelmingly in the luxury tier, organized into 8 distinct gated communities carrying real, wide internal price variation.
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Learn moreA real, genuinely luxury-tier market
Wailea's combined Wailea/Makena median home price ran approximately $2.8 million through July 2026, with luxury home sales carrying a median of approximately $2.65 million in Q2 2026.
Wide price variation across 8 gated communities
Wailea Kai, Pualani, and Kialoa run approximately $2M-$5M, while Wailea Golf Estates, Golf Vistas, and the Highlands run approximately $6M-$9M, per this pass's research.
Active listings span a wide range
Active listings this pass reviewed (approximately 19, as of June 5, 2026) ranged from $1,875,000 to $14,750,000, with a median of $4,095,000.
Key takeaways
- Wailea's median home price runs several times higher than even neighboring Kihei's already-elevated prices.
- Wailea's 8 gated communities carry real, wide internal price tiers.
- Active listings span from under $2M to well over $10M.
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