From Diane
Insights
Monthly newsletters, Maui market updates, and weekly videos: everything I share with clients about living, buying, and selling on Maui, in one place.
PinnedStanding reference · Updated August 31, 2026
Bill 9, Bill 88, and the Minatoya List: Where Maui's Short-Term Rental Rules Stand
A standing, regularly updated reference on Maui County's short-term rental rules: what Ordinance 5909 (Bill 9) did, what Ordinance 6008 (Bill 88) did and did not do, every complex named so far in Resolutions 26-110, 26-111, 26-129 and 26-130, the Minatoya buildings still on no list at all, and where the lawsuits sit.
Kept current as the county moves, rather than replaced by a new post each time, so this link always points at where things actually stand.
Read the current status →
VideoAugust 28, 2026
I've Lived on Maui for 11 Years: My Honest Thoughts on Island Life
Eleven years ago my husband Rob and I sold everything in New York and moved to Maui for what was supposed to be six months. We are still here. This is the real version of what island life is really like, the good, the hard, and the things nobody prepared me for, plus the advice I give every buyer before they decide.
Read more →
VideoAugust 21, 2026
Should You Retire in Hawaii? Six Questions to Answer Yes To First
Hawaii is one of America's top retirement destinations, but many people overlook the realities of island living, rising costs, and joining a new culture. After helping relocators for over a decade, here are the six questions to answer before you decide. If you can say yes to all six, Maui could be exactly what you are looking for.
Read more →
VideoAugust 14, 2026
The Truth About Maui Property Taxes: Why the Low Rate Is Not Automatic
Hawaii has the lowest effective property tax rate in the country, but that does not mean you get the low rate the day you move in. After years in this market, this is one of the most common and expensive misunderstandings I see, so here is how Maui's system actually works and the timing trap that catches even primary-home buyers.
Read more →
VideoAugust 7, 2026
North Shore vs South Maui: Which Side of the Island Is Right for You?
The most expensive mistake people make moving to Maui is picking their side of the island based on a vacation. South Maui and the North Shore are opposites in climate, price, and community. After more than a decade here, I break down all seven differences so you can choose based on a regular Tuesday, not a postcard.
Read more →
VideoJuly 31, 2026
The Hidden Costs of Owning a Home on Maui (It Is Not What You Think)
Hawaii has the lowest base homeowners insurance in the country, and that one fact has misled more Maui buyers than almost anything else. After more than a decade in this market, here are the ownership costs that show up after closing, not before, and how to budget for the real monthly number.
Read more →
VideoJuly 24, 2026
Maui's New Short-Term Rental Law, Explained: What Bill 9 Actually Changes
Maui just ended vacation rentals for roughly 6,200 condos, and the headlines say it either kills the market or gets thrown out in court. After more than a decade selling here, I think both takes are wrong. Here is exactly which properties Bill 9 touches, which ones it does not, and the deadline clock that is already running.
Read more →
NewsletterJuly 17, 2026
An Update From Maui: July 2026
June's numbers are in and they tell two very different stories, plus Bill 88 becomes law and the first rezoning resolutions start moving.
Read more →
VideoJuly 17, 2026
The Four Hard Parts of Retiring on Maui Nobody Warns You About
The hard part of retiring on Maui is rarely affording the house. It is the monthly costs that compound, the island's smallness, real limits on healthcare access, and community that takes years to earn. After more than a decade here, I break down all four.
Read more →
VideoJuly 10, 2026
The Maui Real Estate Market Is Splitting in Two
There isn't one Maui market right now: there are two, moving in opposite directions. I walk through the soft condo side, the active single-family side, and where Bill 9 fits in, so you know which market you're actually shopping in.
Read more →
VideoJuly 3, 2026
The Unexpected Pros and Cons of Retiring on Maui
The median home on Maui is around $1.3 million, but the price isn't what makes most people second-guess the decision later. After 11 years here, I lay out the real pros and cons of owning on Maui so you can go in with both eyes open.
Read more →
VideoJune 26, 2026
NEVER Buy These Types of Homes on Maui
After 11 years on Maui I've watched buyers get blindsided by the same five property traps over and over. By the time most people find out, they've already signed. Here's what to look for before you close.
Read more →
VideoJune 19, 2026
Where to Retire on Maui: The Four Lifestyles Compared
The best place to retire on Maui depends on which trade-offs you can live with: Kapalua for understated quiet, Wailea for resort amenities, Upcountry for land and cooler air, and for some buyers, a different island entirely. After 11 years here, I compare all four side by side.
Read more →
NewsletterJune 15, 2026
An Update From Maui: June 2026
A Salty Summer underway, May's surprising condo numbers, and what Bills 9 & 88 could mean for roughly 4,500 condo owners.
Read more →
NewsletterDecember 15, 2025
An Update From Maui: December 2025
A wrap on 2025, a property-tax exemption reminder for full-time residents, Bill 9's passage, and year-end market numbers.
Read more →
NewsletterNovember 15, 2025
An Update From Maui: November 2025
Back from Ireland and Portugal, what's happening around Maui this month, and the latest market numbers.
Read more →