I am trying to balance my overall portfolio and would like some advice on how people would balance this if they were in my shoes to in order to reduce risk and increase overall gains.I currently have 2 rental properties and 1 primary residence as well as cash and brokerage funds.My main questions I’m looking for thoughts on are…- What percentage would you keep in reserves?

I'd love to get my hands on that template if you are still willing.

So, is this a sign of fewer people coming to Hilton Head or a broader reflection of the economy?

I love the house hacking model and have done a similar investment where we partnered with some people that would be owner occupying it. 

Or you should save up your money and just do the deals yourself out of cash on hand.

I understand each city/county may have their own permitting requirements, fees, regulations, etc. but I'm wondering how people are making any return on their investment if it maxes out at 90 day rental.

This is causing a huge influx of people moving here for jobs.

In the past 20 years it has gone from less than 6,000 people to more than 90,000.

Being 1.5hrs of NYC gives you a lot of options, even Long Island (which typically has more options for public commute into NYC).Give me a shout if you'd like to chat more, I have a handful of case studies on my site as well from deals I've closed/brokered that match the househacking criteria you're aiming for. 

We under contract right before thanksgiving, which I think helped give us the upper hand in negotiations.