Booking.com continues to dominate Airbnb at a high price.more bookings coming in from bdc. none from abb.

Plus there's sports there to continue to boost the area.

To me STR and hotel caters to different groups of travelers and so despite competition as long as the travel demand of Hawaii remains (as you pointed out is a robust assumption) I think both will continue to do well.  

Until whoever is sending you these opportunities has the conversation with you on how much you'd like to make on a deal, how you figure your ARV and how you plan a rehab/ costs they are likely going to continue sending you opportunities you won't find too appealing. 

When I went down to the basement, I discovered Joey had put nails in the subfloor that came through the basement ceiling and were so long they hung down about three inches below the ceiling.

I also hope airbnb does not continue to get less host friendly.  

Although I don't have much experience in this field yet, I am passionate about real estate and hope to continuously learn and grow in this industry.

I'd recommend the following:1) Continue to stay at home to save up more2) Buy the crappiest home in a good neighborhood, with financial help (parents?)

If you can continue to get an 11% return, I would stick with stocks.$500,000 will turn into $1,000,000 in less than 7 years.Great return and little to no work.You may want to consider spending $400,000 on stocks and $100,000 on a rental property.Take the $100,000 towards a property and see if you can make a return and handle the work involved.Best of luck!

If you believe it will continue to appreciate (like most of San Antonio), I would hold on to it even if there's a bit of negative cashflow for the first year or two.