@Account Closed there are many strategies when it comes to real estate. there is no such thing as sophisticated investors, just experienced and inexperienced investors with different strategies. Im not sure what your family or work situation is, but there are couple things you could do. if you own a house in PC and work in town. look at how much you could rent your house for vs how much you are comfortable renting a condo for in town. for example I could rent my 3bd/1.5bath for $2300 where i live and move to town and rent a 2bd/2bath condo with similar sqft for $2000, thus freeing up $300/month and no traffic. its just me and my wife so we dont need 3 beds.
you could also do live in flips, where you find livable but deferred maintenance property below market and fix it slowly while you live there. you are not constrained to time like a regular flip and paying high % for hard/private money lending. you can do conventional and just put little down. as you fix it up, you add value, plus the appreciation from the market helps. then when you are ready you can sell it and do it again and dont pay capital gains up to $500k because you lived in it for 2 out of the past 5 years. right now the market is at its peak the only thing keeping it high or going up is that the fed keeps lowering rates. so to do this strategy you would have to find a good deal and hold it for a while, but everyone need a place to live right so why not make it an investment. when its time for the next project, you have to evaluate your property. is the principal paid down enough that you could refi, rent it and cashflow or should you sell it. remember there is a reason why hawaii is so expensive. lots of demand means higher prices, higher prices means less people can afford, which leads to more people renting, and then less rental inventory leads to more rental demand, lead to higher rents.
another option is to look at c/d neighborhoods here. they cashflow just as well as the midwest and they appreciate more, but they do come with more work. this is more for the experienced investor. I wouldnt recommend this till you had a few rentals and get your system down. then you can modify it to fit lower class neighborhoods or use it in the mainland. I always recommend to new investors get your feet wet at home and then if you want to invest OOS then at least you have a system in place and can modify it to fit the area you are interested in.
good luck!