Personally, I've never found anything spectacular in Hillcrest. There was a shop on 5th last year that had some decent clothing but that shop is now a wine bar so, oh well. I have found some relatively nice shirts at Junc and Crow Thief in South Park so if you're in the neighborhood its worth a look. Other than that its the usual spots at the local malls, Co-op, nordstrom, bloomingdales,...etc. I can't say SD has totally let me down but I do a bit of traveling so I'm able to buy clothes while I'm on the road. If anyone has any boutique recommendations please do let us all know.
Has anyone here gone to Ascot shop in La Jolla? I'm looking for a nice pair of daily shoes and they had a decent selection, the people working seemed nice...etc. But I'm curious, if you were going to buy a pair of AE shoes, is any reason to buy them there as opposed to nordstroms?
Also around the corner is Le Chauvinist, which is always fun to browse.