Someplace nice and warm year-round and day-round so I don’t have to worry much about clothes or blankets. Near a big cave, so I don’t have to worry about shelter. Near a source of fresh water so I don’t have to worry about dehydration. Away from predatory or venomous wild animals so I don’t have to worry about being killed (prey animals like bunnies and squirrels and birds and deer, etc, are OK). Optimally, I’d choose a place where there were very few or no poisonous berries or plants in range. Lots of orange and lemon/lime trees and coconut/banana trees would be great. Also lots of coca and marijuana plants, for obvious reasons.
I would make sure to take a good amount of paper and writing utensils (pencils and sharpeners, since pens and ink can dry up) so I could write and draw and keep from getting too bored. And a few huge anthologies to read and keep myself entertained (the complete works of Shakespeare, Grimm’s Fairy Tales, HHGTTG, others). I’d take great pains to hide my things, not to avoid disrupting the natural order, but because I don’t want them getting stolen or damaged. I’d also take a few flint and steel firestarters, iodine to purify water and treat wounds, and enough one-a-day complete multivitamins to get me through a couple of years. Beyond that point, I’ll hopefully have learned to hunt small animals well enough to keep myself from starving or being nutritionally-deficient, and how to treat my wounds using local greenery/palm frond bandages/etc. If not, then I deserve to die. A pair of sturdy, broken-in boots designed for my feet specifically would go a long way toward preventing cuts, so that’d be a good thing to have.
I’d start out near a large camp of peaceful hunter-gatherers because your hypo demands it, but nothing says I have to *stay *there. I’d strike out on my own ASAP. Man is a predatory animal, and I’d rather keep my distance. If I were to contract a horrible disease (an infected abscess I couldn’t treat), I’d try to get stoned out of my gourd on natural MJ and coca leaves until I died.
Before I died, though, I would try really hard to arrange a message to the future on the beach. So when someone stumbles across the site in modern times and finds the message, they’ll freak right the fuck out. Some words that are large and visible from a low-flying plane, optimally.