They're good bikes, a friend of mine has one and uses it as his daily-rider most of time and uses it for longer trips (500 miles I think is his longest trip so far) on the weekends. I think his bikes is an '08 but looks just like that one. The only thing I don't like about it is the rear drum brake, I prefer disc brakes. Parked side-by-side with my wife's Sportster 883 the bikes seem to be comparable sizes, though the H-D seems heavier (probably is). Can't speak to performance as we've never raced.
I can't give too many reasons for not wanting a Honda cruiser although some Harley guys say Harley's hold their re-sale values better than the imports, though our Sportster is so old ('94) I doubt it will depreciate very much more in value. A benefit of owning a Harley, which I really didn't understand until after we bought our's is you sort of feel like you've joined a brotherhood of sorts, weird I know but when I'm riding around town I get more waves from people, more stares and more people coming-up to talk about the bike than I ever do when I ride my TW. It's like it adds 10 points to your coolness factor (not that I care about such things, if I did we'd have a new H-D and we don't).
All-in all I think their both pretty good bikes, the Honda will argurably be more reliable though even your neighbors eight year old kid will know what it is if you ride-up on a Harley.