Every type of boat is different but most leaners will out point most cats. So the real question might be, do ya wanna point higher or do ya wanna haul butt?
As far as recommendations, you can't get a boat that's any simpler to sail than a H16. If you want boards take a look at the H17 and TheMightyHobie18. The H20 has a bunch of stuff to do for set up but it screams once it's on the water. I'm sure others will chime in with their recommendations.
Actually monohulls don't point higher into the breeze - they typically sail with a very similar apparent wind (actually a little less on the nose). The difference is that they go slower hence their apparent wind doesn't point back so far. We actually sail at very high angles of attack when it comes to apparent wind, but we move so much faster, that the wind we generate from speed changes the angle of the wind we have to trim to. The faster you go, the lower you have to sail to keep some sort of angle on the wind across the sails.
Next time you're out - try pointing with a monohull...you can do it easily but it's just not the fastest way to sail the cat.
