Are you buying in the resort community because you want to use the property when it is not rented? If so you should not classify that to yourself as an investment property but a vacation home. I will tell you from experience trying to make money on a property that you use is difficult. Renting a vacation property is difficult.
On the other hand if you are looking to place a long term renter in the property my question is why would you go out of your home market? Especially for your first one... Do you know vendors in the area of the rental? Do you have a plan to go up there and show the property to prospective tenants? Or are you going to hire a property manager? If so are you sure you can rent it for enough to pay the mgt fees, hoa fees and mortgage? You may not have a mortgage I don't know but my point is that remote long term rentals are expensive bottom line.
I'm a property manger and the biggest issue I have is with remote land lords who are paying my fee, paying the HOA and have a mortgage. More often than not they are only cash flowing a couple hundred a month. Then (hopefully) setting aside 20% of that a month for repairs.
Example $1200 month in rent - $120 mgt fee - $850 mortgage - $85 hoa fee = $145 - 20% put into maintenance account leaves $116 of cash flow a month.
Im sure you have already done the math and yes getting $116 a month for an appreciating asset is great over time. My suggestion is tho if you are working your first deal do it closer to home for a long term rental buy and hold. You will appreciate that the lessons learned portion of your experience wont be so costly.