Having just finished the job on a 282, I'll offer some suggested questions to ask yourself.
On an Islander, I'm guessing 5,000-5,500 BTU would be sufficient cooling power. Do you have a place to put a unit of that size?
From that space, can you run 4" ducting some distance from the unit and where the cold air from that dicting can be directed to the remainder of the cabin. The idea, obviously, is to not "short circuit" the air circulation.
From your chosen space can you run a water line to both a thru-hull source (this is water in) and another water line (water out) to an overboard drain about 18" or so above the boat's waterline?
Condensation will come off the unit. This can be directed to you bilge via a small hose. Or you can direct it to you shower sump (if you have one) where it can be pumped overboard.
Lastly, is the wiring. This can be a bear. I cheated. I used the wiring that led to my old, rusted, but still working hot water heater, which we never used. If not for that, I may have called a marine electrician that I have used before and let him snake those wires and know it was done right. Wiring from the unit to the control box and then from the control box to the thermostat was nearly a color-coded plug and play. Mermaid made that part very easy.
Good luck!