No need to drill a drain hole. They wouldn't drain well anyway because of the way the reflector is designed.
Should not be condensation. Water gets in via one of two mechanisms:
1) A crack caused by impact (not always easy to spot)
2) Leaks around where the lense fits on to the headlight housing.
They ALL get #2 sooner or later. To reseal it, just lay a bead of some sort of sealant around the seam where the clear lense attaches, and you are set.
Don't pull the lense off and put the adhesive in the groove. You may want to replace those lenses some day, and you want to be able to scrape off the sealant and pop off the lenses.
If you do happen to pull of the lense, DON'T try cleaning the reflector! The silver wipes right off!! Rinse it with distilled water, but don't touch it.
I use Pit Crew's Choice adhesive, because that's one of the glues that I always keep on hand. You might want to use something that sets up softer.
I've sealed the lenses on three bricks and replaced the lenses on one brick. I remove the vent cover and rinse the inside with distilled water, then dry in the oven at 150F for a couple of hours, then apply the sealant. Pit Crew's choice is not very viscous, so I have to do one seam at a time and wait for it to set up before turning the housing to do another seam.
A post that I saw here a couple of weeks ago said that the replacement lenses that you can get from Volvolights.com?? Volvolenses.com?? were no good. I got headlight lenses and turnlight lenses for the '87 wagon from some online place that sounded like that, and they fit perfectly and look exactly like OEM, and were very inexpensive. I am very pleased with them.
Of course, if you pay a fraction of the Volvo parts price and buy cheap plastic lenses, there is always the chance that they will get yellow and brittle with age. . . . . wait a minute . . . . that's what the original Volvo lenses did.......
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