All front and rear bicycle lights are waterproof, now that doesn't mean you can use it scuba diving, but it does mean they will hold to hard wind driven rain with no problems.
Not sure what your budget is, but Cygolite generally have the best choice of headlights on the market for the best price. I've owned several over the years and the oldest one was their cheapest Metro that is now 15 years old and still works even after seeing rain. The series of Cygolites I like are the ExpiliOn series, these have self contained rechargeable batteries, thus no separate battery to contend with, you can get replacement batteries if need be, and you can get one from 250 ($84), to 350 ($93), to 400 lumens (for ($117), which is plenty bright enough for the street and either are adjustable downward in brightness from there. Then there's another self contained battery light from Cygo called the Trion 600...yep 600 lumens, expensive light at close to $300 but insanely bright. Then there's the MityCross 480, yes 480 lumens, this is a dual beam LED that sells for close to $200. I have the ExpiliOn 350 and the MityCross 480 and both are very well made lights and of course water proof as all bicycle lights are.
The rear lights again all are water proof. The brightest ones on the market are the Cygolite HotShot with a 2 watt LED cheap at $31; the Cateye Rapid 3 for around $30; and the Blackburn Mars 4 for around $21. The Mars 4 is the 2nd brightest of the 3 but it has the best side illumination of the 3, the HotShot is the brightest of the 3 but is the 3rd best for side illumination.