A Dillon 550b is perfect. It can operate as a single stage until you develop your proficiency. So is an RCBS progressive. The main diff between them is the powder measure. With the Dillon you remove the powder dispenser everytime you change toolheads.

I suggest picking up a Lee hand press.  you can buy all the fancy stuff too, but the hand press is still nice to have for sitting in front of the tv and seating/crimping rifle rounds.

it's also nice to take to the range if you decide that you want to do load development at the range.

...
I had a chance to play with one of those. I kind of liked it.

I have a Lee hand press as well. Rarely use it but good to have especially for the price.

Well, judging by your budget and the general concensus, it looks like a dillon 550b would be a good choice.
I do not have a 550b but I do have a few other dillon presses because they are good machines.
I got a list of other paraphernalia you should gather. It's around here someplace.
....
Found it...

https://2ahawaii.com/index.php?topic=9469.0

Dillon not only has the best warranty

i can attest to the warranty
i made my first warranty call on friday and got the parts today
and they even gave me a few extra parts
 

And they have the best resale value. (Dillon).
That's what I based my decision on.  If I decide to quit reloading I can get most of my money back (if not all) and will have no problem selling it. 

If you've never loaded before, drop by my house. Then if you have a question you can ask right there instead of waiting for replies.
Once you see the process in person, the stuff you read online and books will make a lot more sense.

i can attest to the warranty
i made my first warranty call on friday and got the parts today
and they even gave me a few extra parts
 

I think you have to ask yourself why is it only Dillon owners talk about the great warranty service? Why do they even have to use the warranty service? 

Maybe Dillon's break a lot?  . Just kidding you Mac.

Another thing you will probably want since you 5.56 brass is probably military brass is a primer pocket swager tool of some sort.

Locally WGS has Dillon stuff.  That's where I got the 550B and some other accessories.   Online for small items, Brian Enos shipping to HI is very reasonable.

If you've never loaded before, drop by my house. Then if you have a question you can ask right there instead of waiting for replies.
Once you see the process in person, the stuff you read online and books will make a lot more sense.

Thank you sir, well thanks too all that have given their two cents. All posts have been helpful.

Greetings K-9. 

I have a Dillon 550b with dies for .223..38,9mm ,38 spcl. and .308 Win.
I don't reload .223 ( or not yet) as I have a $#!t load of store bought from before I bought the press. (for sale ? )

   We just got the .308 carbide die quick change kit but want to finish the 1,500 .38 spcl bullets before I before i change the die set up .
The Dillon press works fine, never had a problem. 
The customer service  we have received from Dillon is acceptable, but was only advice and sales.

   Before we even started, we took OldFarts invitation to explain and teach us.
Time well spent (Mahalo OF  )
Highly recommend you accept his invitation as he is very knowledgeable, thorough and above all, patient.
Nice "there is no dumb questions " attitude.
 

Greetings K-9. 

I have a Dillon 550b with dies for .223..38,9mm ,38 spcl. and .308 Win.
I don't reload .223 ( or not yet) as I have a $#!t load of store bought from before I bought the press. (for sale ? )

   We just got the .308 carbide die quick change kit but want to finish the 1,500 .38 spcl bullets before I before i change the die set up .
The Dillon press works fine, never had a problem. 
The customer service  we have received from Dillon is acceptable, but was only advice and sales.

   Before we even started, we took OldFarts invitation to explain and teach us.
Time well spent (Mahalo OF  )
Highly recommend you accept his invitation as he is very knowledgeable, thorough and above all, patient.
Nice "there is no dumb questions " attitude.
 

OF is the man!

I think you have to ask yourself why is it only Dillon owners talk about the great warranty service? Why do they even have to use the warranty service? 

Maybe Dillon's break a lot?  . Just kidding you Mac.

LOL, good one 'spector
check out brianenos.com
he sells complete, turnkey packages containing most, if not all that you need, plus has TONS of info on reloading
http://www.brianenos.com/pages/dillon.html

Well, judging by your budget and the general concensus, it looks like a dillon 550b would be a good choice.
I do not have a 550b but I do have a few other dillon presses because they are good machines.
I got a list of other paraphernalia you should gather. It's around here someplace.
....
Found it...

https://2ahawaii.com/index.php?topic=9469.0

here are two other threads along the same lines:
https://2ahawaii.com/index.php?topic=7890.0
https://2ahawaii.com/index.php?topic=7812.0

here are two other threads along the same lines:
https://2ahawaii.com/index.php?topic=7890.0
https://2ahawaii.com/index.php?topic=7812.0

...
Yeah!
I knew I wrote that list at least twice.
It seems to me that there should be a sticky thread about newbie reloading.