I do have two friends that stay at the Intercontinental. They do have girls meet them there but they are somewhat, 'high-rollers' and dress very well and demand their dates do the same. They don't look out of place such as a guy would if he were wearing shorts, t-shirt & sandals escorting a girl in 'hooker get-up'.
Dressing similarly will prevent many stares from security and everyone else. A 60year young guy in beach wear walking with an 18 year girl all done up with make-up, pressed hair, heals, tight pleather pants etc looks like a 60 year old guy with a hooker. This works at the usual pick up places but is not accepted by the locals (thier country).
If your wearing beach type clothing ask her to do the same. I wont let a girl come to my building in heals.

This dress code info is a big help. Thank you. I'm still confused about something...aren't high heals a good thing? If they aren't slutty heals and look classy I would think that looks better?