I would suggest starting out with just the basics like a single stage press, pour powder by hand, etc. then once you see how you like it then you can get the digital automatic powder measurers and stuff.
i would start out with a kit like this:RCBS Rock Chucker Supreme Single Stage Press Master Kit - MidwayUSA
RCBS makes great presses and you can use this for the rest of your life.
then get your re-sizing and seating die for whatever caliber you are shooting.
i would also go ahead and buy a digital scale and calipers.
calipers $13: Frankford Arsenal Electronic Caliper 6" Stainless Steel - MidwayUSA
scale: these are a little more expensive, but they will save you lots and lots of time over the manual scales i highly recommend getting one to start out with. here is one for like $35 (i have never used this one): Hornady GS-1500 Electronic Powder Scale 1500 Grain Capacity - MidwayUSA
here is the one i have, a little more expensive but works great $100: RCBS RangeMaster 750 Electronic Powder Scale 750 Grain Capacity 110 Volt - MidwayUSA
That is what i would start out with. this is a great starting kit. then once you get the hang of it you can get some more expensive time saving stuff, like an automatic electric powder measurer, electric dechamfer debur, etc.