I'm considering investing in STR in Hawaii to diversify my investment portfolio (mainly for capital appreciation) as well as it being a regular vacation place for my family.

Myself on my own and working with my dad we flipped everything we only bought props with substantial equity that we could resell As fast as possible with my dads company doing mainly wraps as dispo on short term notes .. so the sellers were out of the deals with in 24 to 36 months..

Main question in other countries is ownership and taxes.  

there was a group of 8 of us that pooled money in a Cabal myself and one other were the main money guys the others put in smaller amounts and when we won one.. we would divy up interest prorata to the amount contributed.. this kept those guys from competing against us and for sure we bid up newbies .. really the only ones that would beat us were those that wanted to live in the house and would just go almost all the way to retail or above .. or someone bidding on a second thinking it was a first and no one is going to help you if you dont know what your doing.. this is a very caveat emptar bizz.

Please note that I'm more active on my main socials, not here, so it may be a bit before I see your message.Have a killer week!

If you’re renting an apartment building to mostly Section 8 tenants, the main difference from single-family or smaller multifamily properties is scale—you’re dealing with more units, so you’ll need solid systems for maintenance and tenant management.

I currently live in San Diego, Ca. but have been looking in the midwest, mainly Iowa, Indiana and Ohio, for properties. 

I live in NYC and started investing in Buffalo a few years back, mainly for the reasons that you mentioned. 

But that also depends on your down payment- putting only around 20-25% down is hard to have a profitable STVR.Ultimately with STR v LTR, I'd be mainly curious about your intended use of the property. 

Mainly because if I used that metric alone I would not have done my last 10 successful flips.