Maui condo prices have fallen 29% from their peak, with the median sale price dropping from $920,000 to $650,000, while single-family home prices are down 8% — so is the Maui real estate crash finally over? In this October 2026 Maui real estate market update, I break down 20 years of MLS data on pending sales, closed sales, inventory, and median prices, and introduce my new newsletter highlighting the best Maui real estate deals.

Is a Maui short-term rental condo still a good investment after Bill 9? Here are the 4 factors every buyer should weigh before purchasing a vacation rental condo on Maui. In this video, Maui real estate broker and short-term rental investor Jesse G. Wald breaks down the 4 factors to consider before buying a short-term rental on Maui — with a focus on Hotel-Zoned properties, which are unaffected by Bill 9's phase-out of apartment-zoned STRs.

Maui Luxury Home Tour - 65 Wili Okai Way - a 5-acre, 5-bedroom luxury estate above Lahaina, Maui, listed at $9.5M and selling via Concierge Auctions with opening bids starting around $4.5M. Maui real estate broker Jesse Wald breaks down the property, the location, and exactly how the luxury auction process works.

My Maui Short Term Rental Condo (in Hotel Zoning) went from Airbnb to FEMA and back. How much rental income do I expect now that it is going back onto the short term rental market?