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Re:Ask HN: Best island to live and work from? by antidoh on Sunday October 21, 2012 @07:15PM (#4681143)
One of the San Juan Islands in Washington state, US. Possibly San Juan Island itself, depending on your needs and what's on offer.

https://en.wikipedia.org/wiki/San_Juan_Islands

Re:Ask HN: Best island to live and work from? by antidoh on Monday October 22, 2012 @05:18PM (#4685599)
Ah, I notice you may not be US-based.

If you don't want to pass through US customs, you can probably get a similar experience on an island near Vancouver BC, Canada.