a plan to refinance our current mortgage as well as get a HELOC.

We fell in love with the island as a family and know it pretty well now.

Well,  for the past month I've been out bided on everything I bid on.

Should I hire a contractor to add an additional meter that separates the ADU from the main house or charged another fixed amount for the main house as well.

It's more private, you don't need a do not disturb note on your door handle for someone not to bother you are 7:43 am on a Sunday.If you want to do well in STR now it's all about the amenities and experience.

Can someone recommend a CPA who specializes in real estate investing as well as a real estate attorney?

@Jose Guillu if it's too good to be true...well, you know the rest.  

We don't do well with armchair quarterbacks.

I totally value and want a property manager to take the day-to-day management off my hands, but on issues with tenant damage and I would like to be kept up to date on matters, as well as have copies of all notices provided to the tenants for my own record keeping.

I highly recommend staying well-informed about tenant/owner laws.