If you get depressed by the rain in Hilo, you can always drive over the newly improved Saddle Road to the sunny Kona side of the Island. Unfortunately, if you want to buy property on the Kona side, it's pricey, though still cheaper than the other Islands.
Actually, the rain in Hilo is usually passing showers except in the winter. They can get some long periods, though not constant, of cloud and rain. Of course we're not talking Seattle
rain but deluges that make it imperative you build on the high point of your lot. We've lived in Kona for 36 years and haven't spent much time at all on the windward side. When I sailed our boat over from SF, spent nearly a month in Radio
Bay. Had my trusty Bike Friday and pedaled all over Hilo and had a chance to enjoy the charms of the old town. Very much enjoyed my stay. Radio
Bay is not a pleasant place to stay, though. It's better to go out and anchor
in Reed's bay if you can find space or some other place in the harbor. Radio Bay is in the commercial
harbor and it's treated like a high value terrorist target with all the security
that that entails. To leave the mooring
area of Radio Bay on land, you have to be escorted in and out by the gate guards. They are nice about it but it no one, other than registered crew can go to the boat. They wouldn't even let my wife inside the Harbor Security
Gate, let alone go to the boat. There is a Park with non gated access on the East shore of the very small bay that would get you out of the security hassles, however.