If you’re looking to buy a condo on Maui that allows legal vacation rentals in 2025, or you already own one, this guide gives you the most up-to-date, no-nonsense breakdown. The landscape has changed dramatically after the Temporary Investigative Group (TIG) Report, delivered on October 14, 2025 — and it directly affects which condos will stay legal for short-term rentals moving forward.

 

This is the most current and complete explanation of what’s actually happening.


1. Why Maui’s vacation-rental rules are changing

Three major forces brought us here:

• Maui’s housing crisis was already serious — the 2023 Lāhainā fires pushed it into emergency territory.

• Bill 9 was introduced to phase out short-term rentals in Apartment-zoned…

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Maui, HI — November 14th, 2025.  Remember when buying on Maui felt like entering a bidding war you'd already lost? Those days are behind us.

The market has shifted from urgency to opportunity. The post-pandemic rush has mellowed into something more strategic and, honestly, more reasonable. Inventory is deeper, timelines are longer, and buyers finally have room to breathe and think clearly. Year-to-date, closed sales are down about 18–20%, and the island-wide median—hovering just above a million dollars—has softened around 12–14% from last year. Days on market are stretching toward 130–150, and sellers are closing closer to 95% of their asking price.

Translation? Negotiation is back. But demand hasn't disappeared—and that's exactly where today's…

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