It really depends on the situations you will be shooting in.
If you are going to be shooting indoors, is a studio-like environment, then you should be fine with just the Canon units. The 580, as a master, uses light pulses to communicate with any slaved units. Indoors and in close range, that isn't a problem...it can even bounce off walls etc. But when you go outdoors, you pretty much need line of site between master & slave, and bright sunlight can really hamper the effective range and reliability.
Note that the ST-E2 uses IR, rather than light pulses, but you have the same issues.
Those are the reasons that many photographers go with a radio system, it's a much more reliable form of wireless communication. The basic radio triggers work really well but will only fire the flash. This means that you don't get E-TTL metering or HSS etc. You have to figure out and manually set the power of each remote flash. It's not really that hard once you get the hang of it and many photographers actually prefer the manual control because it's consistent.
The Pocket Wizard Plus II units are the industry standard for this type of trigger...but there are other, less expensive options, but none with the 1600' range.
The latest trend is for radio triggers that allow you to keep full functionality...things like E-TTL and HSS etc. There are two options; PWs and Radio Poppers. The new PW unit can act as a master on it's own. So you wouldn't necessarily need a 580 on-camera...just the sending unit and then receiving units on each slave flash. There are issues with functionality and the range isn't outstanding...something to do with radio interference from the flash units.
The Radio Poppers appear to work well, but they are a 'piggyback' system, meaning that you still need to have a master unit (580) on the camera along with the RP sending unit.
Last week, I refereed someone to Mike Fulton, which is an avid user of Radio Poppers, but he's also tested the PW units. You should be able to find the thread pretty easy. You could even contact him and ask him a question or two, he's a really nice guy.
Oh ya, you could go with 430 units as slaves, which would save you a good chunk of money. But I know many working photographers who prefer to just have a handful of 580 units so that all their flashes are the same.