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 you own, operate, or are thinking about buying a vacation rental anywhere in the islands, here’s where things actually…

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 hotel zoning districts designed to throw a lifeline to thousands of vacation rentals being phased out…

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, are thinking about buying one, or just want to understand what’s actually enforceable right now, here’s…

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 everyone but the ultra-wealthy. It hasn’t. Two of the island’s most desirable inland communities — Waikoloa Village and…

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 own climate, pricing logic, and rules, and Maui now carries something no other island…

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 difference between a sunny south-shore condo and a wet north-shore estate is enormous in both price and lifestyle….

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 lot to a windward beach cottage, and each of those…

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 conversion costs in Puna may know nothing about the financing quirks of a Kona luxury estate…

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 works. Here’s the whole picture, with the traps named in advance. The two withholdings every Canadian…

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 actually works. Here’s the whole picture, with the traps named in advance. Covers financing, the buying…

From the appreciation play of Kakaako to the value-and-growth story of West Oahu, the rail-driven transformation of Kalihi, and the steady cash flow of multifamily and military-adjacent rentals — where smart money is moving on Oahu this year, and the rules that decide whether a deal works Honolulu is one…

A guide to Hawaii’s title and escrow landscape — the established firms, the unusual dual recording system that makes local title work distinctive, what you actually pay for, and how to pick the right company for your closin If you’re buying or selling property in Hawaii, a title company will…

The most liquid, globally-demanded condo market in Hawaii — where studios start under $100K and oceanfront penthouses top $10M, but where the single most important question isn’t the view or the price: it’s whether the building can legally be rented to vacationers at all Waikiki is unlike any other condo…

Hawaii has the lowest average homeowners insurance premium in the United States — but that headline number hides hurricane, flood, and earthquake coverage that’s sold separately, plus a condo insurance crisis that has sent some premiums soaring. Here’s what Hawaii homeowners actually pay in 2026. Search for the average cost…

Everything Hawaii homeowners and buyers need to know about septic tanks in 2026 — how they work, what they cost, the DOH permitting process, and how the statewide cesspool phase-out is reshaping property values across the islands If you own, are buying, or are building property in Hawaii outside the…