Yeah, it's a good idea. Better than living in any large city on the Mainland or Canada for when the SHTF, and that ain't too far away. Don't know what your professional jobs are, but you might be able to recreate one or both of them there.

Main problem on Maui is cost of living, but there are ways to minimize that, look for every opportunity to save on Maui, they are there. Go solar PV ASAP, if you can. Later on there may be a problem with access to conveniences, but it will probably be bearable. The society on Maui is cohesive across most socio-economic levels, unlike almost all places in North America. The MPD is also the only professional police force I have been around my whole adult life unlike most modern day PD's, so I think they will be able to handle well (properly) what comes in the years ahead.

Bottom line, I think Maui is going to do OK when the SHTF, although there will be a little added cost-of-living stress in weaning off the $ as it dramatically loses it's value over the next few years while Hawaii is still forced to use it.

Good thing to look forward to, Hawaii may become partially sovereign again (never really lost that sovereignty) in the years ahead as the Mainland crumbles. No worries, though, property rights will still be respected by the Kingdom of Hawaii.