Thanks fellas for all the feedback. HDR it will be my first 3 days for Memorial Weekend! Will give them a call tomorrow. Requested a booking online for SL for my return from Jaco for two nights on 5/31 and 6/1. I definitely don't want to go to Sleep Inn if I'm not wanted. Bashful, you make an excellent point and I totally agree. It's like those people staying in Vegas in a $500/suite each night when they're out drinking, gambling, and chasing babes all night and spend 4 hours in their room?. A lot of good that suite does for ya! 10 years ago I would have slept on a floor, but I do need a little more pampering as I get older. However, it sounds like HDR is totally reasonable and adequate for my needs. I don't need a Hilton and the Morazon sounds to bottom, so HDR will fit perfect. Being in the heart of the action and the convenience will be great. Plus, I kind of like the uniqueness of the place from my research. How many places can you stay at like this in the US? NONE of course. So there is some charm to that for sure.

I'll definitely check out Zona 2 for a bit while I'm there, I hear they have a cool cigar room there? I'm overdue for a nice stogie.
As for Jaco, believe me if it has a beach, water, sand, it's HUGE upgrade from what I'm used to. A crappy beach is an upgrade for me lol However, I think I'll definitely take a couple excursions during the day to check out various places in the area. I've heard great things about Manuel Antonio too, that may definitely be on the menu. As expected, no confirmation email as promised with Cocal today although I have a confirmation number given verbally over the phone for my days. Would feel more comfortable with that email confirmation, so will have to call them tomorrow.
BTW, I somehow secured a roundtrip out of Vegas for $510 bucks on united connecting in Houston. That seems INSANE cheap for a decent airline. So if any of you cats are around Texas you may want to hit up United Airlines site for deals. Or any city that connects in Houston I guess.
So, in summary, arrive around noon on 5/23, will spend the memorial weekend there, leave for Jaco on 5/26 and stay at Cocal until Sunday 5/31. Head over to SL for 2 nights, head home on 6/2 in the afternoon.
Thanks again guys for your input, I think this is a decent mix of things on my first trip, and your advice has helped me make an informed decision. If anybody is around those dates, will definitely buy you a brewski and trade some war stories. Cheers!