By situational awareness I mean the following.

When you know I gentlemen is on the way up, you check out hallway quickly and if the maid is working nearby or maintenance people are present.  If they are you can do one of the following

Swing the door lock across so the door won't close entirely. This allows the gentlemen to just wallk right in and not have ot knock.  

Another option is to be peeking out the peep hole and open the door as the gentlemen walks up so that he doesn't have to knock.

Both of these options makes look more like you belong there.

As long as she's prudent about keeping inconspicuous (Not having multiple visitors in a day), there nothing wrong with visiting a woman in a hotel.  Who's to say you're not in there watching tv with her or playing checkers?

OTOH, if you think she's running an assembly line, yes, tell her to leave the door ajar so you can walk right in.

Well, when I walk up, dozen roses, heart-shaped box of candy, wreaking of Polo

In my best rented Prom tux, I run like a little girl to the elevator, go back down, and have Mom drive us back home!

Maybe stop along the way for some ice cream to calm me the fuck down! lol!!!

WTF?! Check this out....!

Last summer I was meeting this 18 year old in LV. The room looked like shit, so I called up housekeeping. Took a shower while I waited for them, and who showed up when the lady was cleaning and I was in a towel? That's right. The 18 year old girl.

Door wide open, lady cleaning, and this little hottie and I kissing and shit right there for everyone to see.

I have no shame in my game.

Housecleaner left, and we proceeded to bizness!

Basically, I just kept walking to the stairway exit, I went down two floors and then came back up in the elevator. By then the coast was clear.
Plus the hotel hallways were huge and winding and I got lost trying to get back to the elevator, LOL

And hotels are ideal places to get laid.  They know this, and they make a good chunk of their change by providing a nice place to do that.  So if hotel staff or other guests are in the hallway when you get to her room, I have found it best to just go about my business, and just knock.  She already knows I'm coming, and unless she answers the door naked...

Play with your phone.... like you're sending a text or fake a phone call. Usually tho I try to answer the door like RIGHT AWAY.... maids are weird they come when they want...10am one day and 3pm the next  *sighs*

I worked at Baltimore Hotel many moons ago...

Half of the guests on a Saturday night had local addresses.  Business travelers during the week.  Everyone at the hotel knows what goes on at the hotel -- and they don't care.  Pay, be a good guest, and they are happy to see you again.

Don't do anything out of the ordinary.  Go to the room, knock softly if you need to, and enter the room.
I think circling around waiting for hallway to clear make you look more suspicious.  It's a public building you are going to encounter people, most won't have a clue anything is going on.  Just someone meeting a friend a hotel room.    
When you are done leave the same way you came in.  
I've sometimes encountered housekeeping, never had a problem.  It does help if you know the layout of the hotel before you get there.  You don't have look around for the elevator.  But it's not a big deal if you have to look around a bit.  Many guest get turned around when visiting a new hotel.