Rental housing regulation varies by state, city, and property type and it’s moving faster than it has in decades. We track the rules that self-managing landlords are most likely to run into: tenant screening requirements, rent control, short-term rental licensing, and the patchwork of local ordinances that don’t always make the news.
When Maui County moved to phase out transient vacation rental (TVR) rights on grandfathered “Minatoya List” properties via Bill 9 in late-2025, the policy was packaged as a direct solution to the island’s acute housing…
With 50 states, 3,000 counties, and 35,000 cities and towns, America is a big place. There are probably new Airbnb laws popping up somewhere nearly every day. Things will settle down eventually, but until then,…
Oahu is perhaps the most locked-down Hawaiian island when it comes to short-term rental rules. The County of Honolulu (which encompasses all of Oahu) has carved out a handful of zones where STRs are legal,…
While this is clearly not an exhaustive list of all 1031 exchange rules, it’s a great place to start. Section 1031 of the tax code has been around since the 1930s and the IRS has…
**Last updated: March 2026** On a backpacking trip not too long ago, my wife and I finished up a long running conversation about where to invest in a vacation property. Or at least we thought…