People's ears differ slightly individual to individual, but each of us has the same basic anatomy of the ear. There is the outer ear, the ear drum, the middle ear, and the inner ear. What you are describing is the outer ear canal, which is very much the same in all humans.
Now, about your claim of swabbing your ears daily with Q-tips so as to prevent wax buildup. It doesn't, and I've had ear-nose-and throat docs (otolaryngologists) tell me never to put anything smaller than my elbow into my ear! Here's a better article about why not to use Q-tips:
Learn when earwax removal is actually needed and how it works here.
www.houstonmethodist.org
Now, about that "deep within the ear" statement; it's not possible for water to go deep within the ear. It is stopped by the eardrum (tympanic membrane). What you are describing is a partially blocked ear canal, whereby the water cannot get out because of a buildup of either earwax or other crud in the ear canal. Take a good look at the diagram of the ear in the photo below.
Now, you talked about your brother sent to the hospital by body surfing. Body surfing can cause fairly high pressures almost instantaniously on the ear, which could cause a rupture. But what you describe sounds more like an infection caused by all the goop that could have been deposited into the ear canal by the breaking wave in shallow water.
Now, about these ear plugs, even ones with a pin hole in them--they can cause problems. Yes, they can keep water out, but they also create an artificial closed (or potentially closed) air space, with a barrier. Clearing the ears then provides equalization between the air pressure in the middle ear and the outer ear, provided that pressure is allowed through that ear plug. If it is not, then there is this artificial air space which doesn't get equalized. This can cause the ear drum to distend outward, and if the diver continues to dive deeper, to rupture outward. It is an outer ear squeeze caused by the ear plug. The other thing is that it may not be as painful as a middle ear squeeze, where the eardrum is pressed inward by the increasing pressure. This is because the ear responds to the eardrum bending inward, as the bones are interconnected in the inner ear; it may not respond with pain to an outward movement of the eardrum.
We in the diving instruction business (I'm NAUI Instructor #2710) have been cautioning against using ear plugs of any type for many decades now. Apparently there is a product out now with a pinhole that divers are using; I wouldn't! Rather, go to an ear doc or your physician and get your ears physically examined. (S)He will be able to tell you whether you have a wax buildup, or an ear canal abnormality that could cause water to stay in the ear.
SeaRat
John C. Ratliff, CSP(Retired), CIH(2006-2017),* MSPH
*
CSP = Certified Safety Professional;
CIH = Certified Industrial Hygienist