Try as I might, I can't seem to find a scenario in which I keep my job and Canada lets us immigrate to Tofino. I'm looking into how they feel about contractors, which could change our situation, but so far unless we win the lottery I can't see how we can afford to move to Tofino. So ... we've started talking about back-up plans.
After having spent some time in Bozeman, Montana, these past two years, I definitely think it's a place we could call home. It's a big enough town that it has everything you could need in the way of shopping (yes, they have a Target, Home Depot, and Costco), but it's also small enough that their Main Street feels like Main Street USA. Also, because it's a college town, there are a lot of places to eat, drink, and be merry. The fact that it snows in June is also a positive for me.
I've been keeping an eye on the real estate market there and it's not cheap, but it's certainly a cheap(ish) option, comparatively. It's cheaper than Oakland, and certainly cheaper than Tofino. With an airport just outside of town with direct flights to Portland and Oakland, it's also set up well for my job and Alan's family. Frontier flies from Bozeman to Akron, about an hour south of my sister, so that's an option too. Also, via Alaska Airlines we can fly Bozeman -> Seattle -> Kauai no problem!
If we moved to Bozeman I'd ideally like to live in town, walking distance to Main Street and close to the college. But, the idea of living out in the suburbs with a brand new house with luxury upgrade finishes doesn't make me want to cry either - especially when these suburbs have stunning views of the surrounding mountain ranges.
(Edited to add: Dammick! On Pinterest each picture has a price ribbon on the top left corner. I don't know why that doesn't show up here. Anyhow, these range in price from $260,000 to $499,000.)