For me it would be easier to go to Los Santos, in GTA: San Andreas.
By the way I never been to this city but I enjoy at least 4 songs that talk about this city, maybe they could be part of the soundtrack of the event:
&feature=share8
&feature=share8
&feature=share8
&feature=share8
And I realized that Hollywood can be considered LA, so I thought about songs specifically about Hollywood that I know and I found out these:
&feature=share8
&feature=share8
&feature=share8
&feature=share8
Of course this is not something new for a local resident, but this is an outsider view of the city that I never went. If I had thought about songs that has to do with California, the list would be huge I think. Anyway, that lead me to think how much of the culture of US and their places are impregned in my life.