I'm a local, CT based investor, flipper, and property management company owner.  

P.tax and insurance rates are REACTIVE, because they are based upon a % of the property value.

Hi Charles, I'm also based in Honolulu with young kids and in a similar situation to you, have also thought about buying an investment property in Japan that we could use part-time and rent out at other times.

I am based in NOLA and have a great property manager.

Certainly one account for each LLC, (separate for security deposits based on your local rules)

Stessa is a pretty good option but only for the management portion.

Based on the development expected over the next decade, I believe it's a great area to invest in. 

Price RangeDefine your financial boundaries based on available capital and borrowing ability:For Class A & B, financing typically covers 75%-80% of the purchase price, allowing you to buy properties in the $6M-$12M range if you have $2.3M total cash.For Class C & D, due to higher risk, the price range might be reduced to $5M-$10M with the same cash.5.

good area to buy. would love to discuss if you are looking for financing options

I suppose something more turn-key could be a good option, but haven't come across many viable options there yet.Anyways, we still have a lot more to learn and still need to familiarize ourselves with the area/market, but just wanted to pop in to say hi!