Hawaii’s short-term rental rules have never been a single set of laws — they’re four separate county frameworks that increasingly have little in common, layered over a rising state tax. If ...
Maui’s short-term rental saga just took its most significant turn since Bill 9 became law. On June 19, 2026, the Maui County Council gave final approval to Bill 88, a measure creating two new ho ...
After nearly two years of debate, Maui’s most consequential short-term rental law is on the books — and the picture in mid-2026 is more nuanced than the headlines suggested. If you own a condo, ...
On an island where oceanfront estates routinely trade north of $2 million and the Kohala Coast resorts have become a cash-buyer playground, it’s easy to assume the Big Island has priced out ever ...
Maui packs an extraordinary range of markets into a single island — from luxury resort condos in Wailea to upcountry ranch land at 3,000 feet to the remote, rural reaches of Hana. Each region has its ...
Kauai is the smallest and most rural of Hawaii’s four main markets — and in some ways the most specialized. There’s no through-road around the island, inventory is genuinely thin, and the ...
Oahu may be small — about 600 square miles — but it is, by far, the most layered real estate market in Hawaii. Within a 45-minute drive you can move from a Honolulu high-rise to a rural North Shore ag ...
The Big Island is not one market. It’s a dozen of them stitched together across 4,000 square miles — bigger than all the other Hawaiian islands combined. The agent who can quote you cesspool con ...
Buying a Home in Hawaiʻi as a Canadian A cross-border guide — updated June 2026. No federal ban stops you, but a stack of US, Hawaii, and Canadian rules decides whether the deal actually wo ...
A Cross-Border Guide · Updated June 2026 Buying a Home in Hawaiʻi as a Canadian No federal ban stops you — but a stack of US, Hawaii, and Canadian rules decides whether the deal actu ...