This contractor has failed to accurately assess the fussiness and sophistication level of his customer. That's never good.

Are these photos of the finish product?

Yes photos are the finished product

Almost no one fills maple. Those are character marks, and part of why you deliberately choose maple. It's not like they are giant knot holes. If you want a smooth plastic looking floor, get plastic.

There are two types of filler used when finishing wood floors. Floors are trowel filled between sanding operations if needed and between coats as needed. This sounds like what your contractor was doing. Because filler doesn't stick well to Maple (and can come of from the vibration from sanding machines), it's customary to putty prior to the final coat. If some filler in holes is too light I'd recommend having it touched up with a Mohawk marker rather than trying to dig it out and re-putty. Obviously one can putty holes and gaps that naturally develop in floor without having to apply a coat of urethane over top. One would be foolish to apply urethane yearly over floors that develop seasonal gaps that require regular filling.

I suspect that one of your finish coats might have been rolled, resulting in a surface texture. This is the prescribed method for many finishes now, with predictable results. I'm not sure how far along the process was in your pictures. The first and second look unacceptable while the third looks good. Your finisher likely recommended matte for two reasons. One is due to its popularity, while the second is due to the difficulty in getting Maple to look decent.

No site finished floor is ever going to be perfect, so while you have some legitimate concerns, it sounds like you may also have unrealistic expectations ("His hair was the finish in a couple on spots"). My philosophy it to shoot for 100% and settle for 95%, but it's fair to note that once it's used, a 100% or 95% result is going to go downhill. Maple is very smooth and it shows every imperfection. Every floor is going to have small flaws like dust or hair in the finish, a holiday that needs to be retouched, a drip of finish and so on. I've had customers insist on recoating floors that were 90% to 95% perfect, with minor flaws in insignificant spots, only to have something worse happen. Examples of worse things are screening swirls, excessive trash or hair in the finish (especially in highly visible areas), having someone walk in the wet finish, streaks, large holidays, puddles etc. Don't drive yourself and others crazy by being unrealistic and consider that with each successive coat, you get closer to a point where the floor has so much finish that it looks like plastic and the whole process has to be started over, with the same challenges you have now.

Good luck!

Thank you. The contractor returned and did a great job refinishing the floor. I do realize my expections were set too high, he sold it well. I will always notice the holes he failed to fill as the dimples in the finish are easy for me to see. Is there a way to put drop of finish into the dimples or will I end up making it look worse?

You might make is worse. You could try doing one in an inconspicuous area to gauge probability of success. Another option would be to find a furniture repair specialist with burn-in shellac sticks. One of my guys has fixed some things I thought would be a real issue, in a matter of minutes.