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Squaredisk
Agree with pacef8 that the midlands are skippable. If you go from the Dublin direction, the Wicklow mounta are great but after that it's kind of awful (i.e. Carlow) before you get anywhere nice (Kilkenny, Tipperary...).
Someone mentioned Clonmel, I remember it being really nice.
I don't really know Cork. People rave about west Cork.
It'd be kind of a shame to go all that way and not get to Dingle and the Dingle peninsula. It doesn't need any more tourists but it is an exceptional spot. I haven't cycled there much. There's two roads in, both mind-blowing. I have heard complaints about the state of the roads on the Ring of Kerry (the last thing a place like that needs is better facilities for cars). I think the idea that it's choked with traffic is a bit of an exaggeration.
The rest, I don't really know. I stay out of Mayo (family ties).
If you can manage it, I'd avoid larger towns in the West (Tralee, Castlebar, the list goes on).