"Presses - Turrett VS single stage pros and cons for beginner reloaders?"
You don't say if you expect load a few boxes of precision rifle at a time or hundreds of handgun cartidges; it makes a difference.
For low volumes (<perhaps 300 at a time) and precision, get a single stage. Not only is it usually stronger and better aligned than any "turret" can be, it is easier to learn on. A single stage can be the better choice if you want both precision AND volume. Use it to learn and add a progressive, or auto-index turret, later. The single stage won't be a waste, you will still use it.
"Hand Primers vs Auto Primers - Pros and cons?"
There are no cons to "Auto Primers", even the hand operated ones.
"Turret Presses - Auto indexing - Pros / cons ?"
I have an old six station Lyman turret. I got it first, in '65, because it was "clearly faster", right? Wrong! Manualy indexing the turret was slow, getting it accurately indexed slowed me more. I eventally used it as a sorta funny looking single stage that could store a few dies.
Took me awhile but in '87 I finally got one of the highly touted Rock Chuckers. I find it okay, but it's really no better than any of its cast iron competetors such as the Redding Boss, Lyman Crusher or Lee Classic Cast. And the primer catcher on the Classic Cast actually works, that's NICE! (If I had to replace my RC tomorrow that's what I would get, in a flash!) I suspect those who stand by the RC have little, if any, experience with others of simular design.
"3 hole or 4 hole - is the 4th hole necessary?"
There is never any advantage to having fewer operational options. Four holes certainly aren't "necessary" but ... why do with less than you can get.
In this question you must be referencing the Lee "turret" which is an auto-index press, sorta a junior progressive in my view. It IS faster than any other turret (that is to say, any other non-progressive) and an excellant choice for semi-fast loading it seems to me.
"Are crimping Dies needed for Bolt action ammunition? 30-06, 7mm-08"
Needed? No. But nice sometimes, especially the Lee Factory Crimp Dies. Understand there are no blanket rules to obtaining best accuracy. Only way to learn if crimping will help YOU, is for YOU to try it!
"Kits - are they worth the money or is it better to buy a little better individual quality components right out the gate?"
I don't much care for kits, don't think any brand has a lock on the most usable tools across the board. BUT, it takes experience (code word for making mistakes!) to learn what is "best" for each of us and a kit forces us to live with a less than ideal tool or spend the money to replace it.
But, when you are new and don't KNOW what
might be a better choice, item by item, kits DO make it easier to get started. And none of the kits have
bad tools so you can very well live with the choices you start with for a long time. Many do, forever. And, if you never try anything else you won't even know if you would be happier with a different brand of anything...so get a kit and never use anything else!
Over agonising about each tool choice is futile at first, it all works so you really can't go wrong with any of it.
Good luck!