Aloha @Kenneth Burdick
You bring up a good point of being financially left behind in this market. With appreciation as it is here, it's hard for most people to save enough each year to keep up with market prices. I have met very few people who say they are glad they didn't buy earlier, and a ton who wish they would have bought earlier.
We are in a unprecedented time right now as far as the economy in Hawaii and the residential real estate market.
First, the current economy is effected by a non-financial issue; COVID. Whereas previous downward pressure on the economy has been financially related; sub-prime mortgages, Japanese boom, etc. So, hopefully once COVID is resolved (whatever that means) things can turn around.
Second, the September stats were just released and several new records were made. SFH sale price and SFH days on market.
Third, the market here has followed a pretty predictable cycle over the past 70 years. From 2008-2018 we were in a predictable cyclical pattern, but 2019 and 2020 bucked the trend. We should have seen several years of low single digit depreciation, but we haven't. 2019 was a slow year, relatively speaking, then early to mid 2020 things were obviously slow. Now we are in a significant upswing. An untimely and arguably unfounded upswing.
Fourth, there are no positive economic indicators right now. They are all very bleak. Every reputable local economist has painted concerning pictures of the future. The sky isn't falling, but it's definitely not rainbows.
If we truly are in a natural, non-artificially inflated upswing in the market, that will be very unfortunate. A few mild depreciation years gives people time to catch their financial breathe and get ready for the next appreciation cycle. I don't think people are ready. The gap between the haves and have-nots will widen.
I am not sure what the future holds for the residential market here. But to provide some context, during the last recession (2008) prices in most neighborhoods dropped a total of 10-15%, which is very good compared to other major cities in the US. The Hawaii market is pretty well buffered and resilient. I would anticipate a leveling off or increase in prices once a vaccine is out, or the election is over, or whatever. Until then, everything could change tomorrow. The surest hedge against this is finding a home you can build sweat equity in.
If I understand correctly, you are thinking of purchasing a property on
Oahu soon, renting it out for a few years, and then moving into that
property when you move to Hawaii? One of the trickiest parts to this strategy is finding a home that makes a good rental, but is also a home (and neighborhood) you'd want to live in. Also, a million dollar home is not over-extending in this market, if done right.
It's possible to make this plan work, but will require more discussion than is appropriate for a forum post (mine is too long already). Please feel free to reach out to discuss a more in-depth plan.