There is a time limit on anchoring on all the Islands. Not a big thing as you can move along the coast a bit and re-anchor. Unfortunately safe anchorages
are very limited. You could anchor
along the lee side (Kona) of the Big Island and Ka'anapali coast of Maui. As long as you anchor
in deep enough water
and have chafe protected rode
, wintering over on these coasts is possible. Unfortunately it wouldn't be a very calm scene. Even in summer we typically have few feet high swells, sometimes significantly higher from the south. In winter, the constant intense storms that pass well north of the islands send down 10' or more waves. Even in Summer Kailua Bay in Kona was the rolliest anchorage we found from California
, to French Polynesia
. Boats are permanently moored in the bay here in Kona but they have green growth half way up the topsides.
Fortunately, space available, you can tie up in a State Marina for four months in a Calendar year. We've always got a cruiser or two hanging out in Honokohau Harbor here in Kona from September through April. If you want to travel around you could move from State Harbor to State Harbor almost indefinitely, just not staying more than four months in any one harbor in a year. Don't think the slip charges are all that onerous but would have to wait till I get back to Kona next week to find out the rates. Unfortunately, space is first come first served and they won't hold a slip open for you while you make the passage
to a new harbor. Still Honokohau always seems to have vacant slips for boats under 45' or so. Larger slips, maybe not.
I aways forget about about Kailua Bay on Oahu
. It's a large almost completely enclosed Bay that looks like a perfect year around hide out. Unfortunately, think it's heavily regulated and policed from what I hear. Perhaps someone from Oahu could chime in on suitabilty for long term anchoring there.
There are haul out
facilities at Honokohau in Kona and Keehi Lagoon
on Oahu. There may be some maintenance
services at Nawiliwili Bay on Kauai
. Someone from the Garden Isle may be willing to chime in with more info.