Investing in Hawaii Buy and Hold for an OOS investor

[Shiv Jey]

Hello all!

I'm a buy and hold investor in various parts of the contiguous 48-states.  We vacation yearly in Hawaii and I'd like to get a property out there to help with some of the tax burden (still employed with a W-2).

I'm interested in investing anywhere in Hawaii that won't lose any money after mortgage payment and expenses. Does this exist in Hawaii? Normally I invest only if there's a safe 10% COC return but would accept less in Hawaii for the tax write-offs for vacationing yearly there. We can adjust our vacation to the island where the investment is in so I'm open to any island.

Thank you!