I lived in Hawaii and I had a blast there, I made many friends and enjoyed what I could. You have to make the best of any situation, if you focus on the bad you will not allow yourself to enjoy anything no matter where you are.
The Military gives you a lot of resources to get discounts on a lot of activities on the Island. You even get a freakin' resort in Waikiki you can book in for pennies on the dollar.
You never know where the police are because they mostly roll civilian cars with little blue lights on top. Just respect their laws and you will be fine, especially SPEED! Which is very difficult with a SuperBike. Hook up with a good crew and they'll show you the routes to extend your ride and make it worth the time. You'll learn the roads and the potholes pretty quick. Just be careful with the careless (stupid) cagers and the drunks on the road. You will learn how to get around the traffic, alternate routes or better times to get in/out of work. If you live on the Base you work at, no worries!
Civilian work is hard to find, so your wife may have a difficult time locating work but its not impossible. I guess it just depends on your skills or not, LOL. Seems like the Locals or friends and famlily will get the work before any outsider.
I know things were bad before, seems like they are a little worse with the economy. A lot of bussinesses are closed and crime/ drugs are up and schooling is down to 4 day weeks - just to name a few. I was just there last week, my buddies were telling me a lot of what was going on. Seems like a big topic amognst the locals is the Micronesian migrants in Hawaii. There are a lot of homeless and big health concerns to what they are bringing into the Island.
Anyway, good luck and if you can't get out of it just do what you can and enjoy it. If you like where you are just rent your house out. There are no shortages of cars on O'ahu, you can always buy one there instead of shipping. Sales tax is about 4%, I believe.