If I recall, Kosher Restaurants GPS is the app that won't feature all restaurants - it only features those that have hechshers approved by the app creator himself. So if you're more machmir, you'll be fine using that app.
I would recommend RustyBrick's Kosher app for iOS, btw. It's a paid app but it's a good one.
Re: restaurants:
In Hollywood, I second Mozart (they have great thin crust pizza), but I also would say I recommend Sara's due to the number of options - there are at least 200 things on the menu. The only catch: they have notoriously bad and slowish service. Still, I hope they stay in business. Best calzones ever.
I don't know if it's worth the schlep from Miami to Boca. That's quite a far ride. Even Miami to Boca isn't so close... I barely did it when living in Hollywood for 17 years (and I think I've been to Boca maybe three times in my entire life).
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