Retiring in Hawaii usually starts with the view. Fair enough. But after 20+ years selling on Oahu, I can tell you the view is the easy part. The decisions that actually shape your retirement here are quieter: how you hold title, how your income gets taxed, whether you can …

If you think you'd be happier in Hawaii, why aren't you here yet?

Maybe you live somewhere cold and gray. Maybe you spend your mornings in traffic with a few million other people, all in a hurry to get somewhere they don't want to be. And yet you …

I close a handful of sales every year for buyers who never set foot in the house until they get the keys. Military families on PCS orders who can't fly out. Mainland folks who found the right place in Kahala or Hawaii Kai and couldn't wait for a trip three …

Of everything that goes into a move to Oahu, the part that stresses people out most isn't the house. It's the stuff. The car, the furniture, the dog. People call me mid-move asking whether they should even bother shipping their car or just sell it and start fresh here. After …

Every year, thousands of people dream about moving to Oahu.

They picture turquoise water, swaying palm trees, year-round sunshine, and a lifestyle that feels worlds away from the stress of the mainland. In many ways, that dream is real. Living on Oahu can be an incredible experience.

But …

The Oahu Real Estate Market in 2025: My Honest Take

Every year I write a version of this post. Every year people are surprised that I'm willing to say things that don't necessarily benefit me. Here's the thing: my job is to help you make a good …

Moving to Hawaii? Here's What Nobody Warned Me To Tell You

Every week I get calls from people on the mainland who've decided to make the move to Hawaii. They're excited. They've got a budget in mind. They've been browsing Zillow and it's looking... manageable?

I …

The number of sales dropped 20% since last year but median sale prices have risen again. Last year was a crazy year of sales and things have now normalized.

Despite the Year-over-year sales drop, the last 4 months have remained steady - The average number of single family homes …

Just listed - a beautiful single level Hahaione Valley home for sale for $1.85mil. Single Level are some magic words in real estate, because there are hills everywhere but very few flat lots that allow for a single level house.  

Hahaione is in the heart of Hawaii Kai, close …

For the last five months, the median sales price for a Single-family home has stayed between $1 Million and $1.05 Million. Although the Year-over-Year closings are down 10%, December 2021 closings were still higher than November. Median days on the market were only 11 days and sold 2% OVER the …