Wailea Real Estate Update: Prices Jump, Buyers Gain Leverage
Wailea, HI – March 24, 2026 – Home prices surged year over year while listings linger longer, giving buyers more room to negotiate in early 2026.
Top takeaways
- Median sale price reached about $2,168,000 in February, up 63.6% year over year.
- Homes averaged 99 days on market; most sold below list price.
- Buyer leverage persists with roughly 93% sale-to-list ratios.
Market snapshot
Wailea’s housing market saw a sharp jump in closed prices last month. Redfin reports a median sale price of $2,167,500 in February 2026, with 18 homes sold, up from 14 a year earlier. Despite higher prices, conditions remain relatively calm: the average home sold for about 5% under asking, and properties took just over three months to secure a contract.
The area is rated ‘not very competitive,’ and only a small share of homes closed above list price. Realtor.com has previously characterized the market as favoring buyers, reflecting longer marketing times and negotiable pricing.
Condos and luxury trends
Across South Maui, recent island-wide reports show elevated inventory and longer days on market for condos compared with last year. Wailea and Makena continue to command some of Maui’s highest condo sale prices, with luxury product leading the upper end.
New and semi-custom homes in Wailea Golf Estates remain active, with current asking prices in the multi-million-dollar range, underscoring continued demand for resort-style living.
What’s for sale now
- Oceanfront and golf-course estate homes priced above $5M.
- Two- and three-bedroom condos around the $1.9M to $2.7M range.
- Select one-bedroom resort condos under $1M, though limited.
With longer marketing times and fewer bidding wars, buyers may find more negotiating room this spring, while sellers are adjusting expectations after last year’s volatility.
Sources
Are you seeing more price reductions or steady demand in your Wailea neighborhood?