Before deciding which to buy, I'd advise trying both yourself by downloading and installing the demos.  The Waves and IK SSL bundles are both worthy products, but there are many differences in sound, GUI, CPU usage, etc.  You many find that you prefer one over the other based on those factors.
 
BTW, the current sale prices may be closer than you think.  Waves SSL is currently available from Plugin Discounts for $215; similar deals can be found elsewhere.
 
Cheers,
Eddie
 

Yep, I've tried the demos, at least for the compressors.  I do like the Waves SSL bus comp the best, but IK's version was very good, as was The Glue.  Haven't demoed the Waves/IK SSL channel strips, though.
 
Thanks for the heads up on the sale!

Don't ever pay full price for anything. They all have sales pretty often. Go to www.kvraudio.com and check the market place forum. You can save a ton.
For $40 TDR Kotelnikov GE is my favorite of all my compressors. At least try the free version...You could live a happy life with it alone.
Klanghelm is always a good bet. I own everything they have, and will never part with any of them. They have two excellent compressors. DC8C2 and MJUC. SDRR and VUMT are also worth getting.

streckfus
Haven't demoed the Waves/IK SSL channel strips, though.

 
I'd be sure to do that, if I were you.  That's where you'll find some major differences between the two bundles in terms of sound, GUI, and CPU hit.  Have fun!
 
Cheers,
Eddie
 

Well, decided to jump on the sale and get the Waves SSL bundle. I wasn't even aware of the PluginDiscounts website...some good stuff on there!

Hey congrats, I'm sure you'll enjoy that SSL package, and yes, Plugindiscounts is a top-notch shop!  Tony, the owner, posts here sometimes.  Good guy.
 
Cheers,
Eddie