Before going through all that, remove the vent tube from the back of the headlight assembly and make sure it isn’t restricted by something like a spider egg sac.
If you feel there is water coming into the lens then it must be cracked. If you can dry it out then you can try to seal it where it is cracked but experience tells me that you will end up buying a new one. Do you have the halogen lights or the HID ones? If you have the halogen lights then you can order an aftermarket assembly online and install it yourself for a decent price. If you have the HID lights then I don’t recommend aftermarket replacement. Ouch!!!
You might be able to remove the the headlight ass’y and heat it up slowly with a hair dryer on the bench, oriented so the resultant heated air inside (& hopefully the water vapor) goes up and out the vent. I’ve had good luck sealing a tail-light ass’y to the body on my Corolla using silicon caulk.
What kind of a headlight bulb goes in a 1/4 inch hole? If you would rather drill a hole in the back of your headlight assembly than remove your air cleaner assembly, I do not predict a successful repair.
I have purchased aftermarket headlight assemblies from Rock auto for my 1999 Honda Civic and 2007 Chrysler Town and Country. They make the vehicles look almost as good as new and they improve the lighting much more than sanding and polishing the old headlights did. And except for OEM models, they are not very expensive.
One started leaking moisture. I dried it with a hair dryer and caulked the area where I thought the leak might be - but that can be very hard to discern without removing the assembly and water testing it. Since it was within the one year warranty, Rock Auto sent me a new one and a label for free return shipping of the leaking one.
Good luck in your efforts to dry and seal it, but I would not hesitate to buy new ones if the problem persists.
I think that too, (intentionally difficult) every time I pop a hood. But in reality, it is you and I and every other consumer that has made it this way. Imagine if your car was big enough to crawl inside the engine compartment, and access every single part - yes, I have had cars that big! - it would weigh more than my ex mother in law, and get 5 miles per gallon.
Todays cars require trade offs. I mumble about engineers needing to come out in the field and look at the bonehead decisions they made, but then again, I have to work on things much less than the cars of 30-40 years ago.
I had this same problem in my 2007 Highlander’s headlight assembly. I found the advice about using silicone caulking hard to believe, but I did it and it worked. I can even take it to the car wash and no more moisture. It has been over three years since I fixed it, Be sure the moisture is burned off before you seal (of course). The headlights can handle that. I have fixed three cracked fog lights this way on various cars since as well. Worked on all four lights I tried it on. Good luck!
You have two choices- with no vent, you have to seal it completely with no humid air or water inside OR vent it with a vent tube large enough to promote air exchange and seal it well enough to prevent liquid water ingress.