Drake Maddix had a good post from a security officer's point of view:
"I'll post a bit here about the process since it sparked a bit of interest.
Personally, i am a very laid back person, i will only pester someone if i have recieved a complaint about that specific person, or if they were doing something completely out of the ordinary. With parkour, the only thing i could see might be property damage, or if the complainant is an not a very nice person, "Horseplay". It truely depends on the security guards personality.
First and foremost, remember: Depending of the severity of the offence, a security guard cannot touch, detain or "Arrest" you. Also, most security guards in waikiki are restricted to their property line, but i have heard of rare occasions when shop owners run halfway across town chasing a shoplifter.
Trespasses, expecially from most waikiki hotels are an extremely long and arduous for the security guard and the trespassee. There are three very critical parts of the trespass that are absolutely needed to stand up in court. The first is a photo. You can refuse to be photo'd, but the security will try to sneak a photo in, and depending on whether HPD is present or not they will or will not make you take the photo IE: Hold your head to the camera. They can also use a photocopy of your state or goverment issued ID as the photo, so no matter what, dont give up your ID.
The second thing they need, is to properly identify you. If you do not have ID, most security procedures state that the officer must contact HPD. To properly identify you, HPD needs a SSN, DOB, and name to run with their dispatcher. If your still present when HPD arrives, you might as well just take the trespass. Key: Dont stick around for HPD!!!
The third and final thing is a trespass warning form. Usually one piece of paper which indicates your name, DOB, SSN/ID number, height, weight, complexion, build, identifying characteristics (Scars/tattoos), address, etc... as well as a list of all properties that you are trespassed from. If any of these things are wrong, a good lawyer can take advantage of it and get you off if your caught on the property within a year. The warning form also has a section for your signiture, and often a statement. DONT FILL THIS OUT!!! Not even HPD can make you sign the form. This form usually takes about a half hour to fill out.
So to be honest, from the time the security guard gets the call, to the time that the call is completed is about an hour and a half. I expect you all to be freerunners, and not stick around that long. But don't try running from the cops, no matter how good you are!"
So it looks like the key is -- respect the property, try not to damage things. If security does show up, be polite...
...and politely leave the premises.