Waiting until the Fall to fix the paint is a very good idea, for several reasons:
The problems with the paint and the prominent weave are strictly aesthetic. As long as you have paint and varnish on the epoxy, no harm will come to the expoxy from UV degradation. Even then it takes quite a bit of exposure to seriously degrade epoxy.
Next reason is that, if you're painting outdoors, summer is a very challenging time to paint. The ideal painting conditions are 70 degrees and 50% humidity, conditions not often found in summer. Hot, humid days are some of the very worst conditions for painting.
Lastly, paint takes about a month to fully cure. If you paddle your boat shortly after painting the hull, you will get big scratches in the still soft paint. If you paint in the fall after you've finished paddling for the year, the paint will have four or five months to form a very durable surface.
As far as the weave goes, you shouldn't be able to feel any texture at all prior to painting. I can't say how bad this is on your boat without actually seeing it in person. Primer will only cover up a minor amount of texture. Try a few coats on small area and see if you can get a smooth surface. If not then you will have to fill with expoxy. Since this layer is strictly for aeshetics you can mix epoxy with microballoons and use it as high build, easy sanding fairing compound. If you do this, seal the fairing compound with a coat of straight epoxy.
Which brings us to your next question. Don't worry about removing all the paint because primer and epoxy will readily bond with paint. In fact, all you really need to do is provide a consistent scratch pattern in the paint. This will allow subsequent layers of primer or epoxy to "key" into the paint coat and provide a strong bond. I would try 100 grit because you want a fairly coarse scratch pattern, but don't sand into the glass. If you find this happening go up to 120. Sand out the primer or epoxy to 220-320 in preparation for paint.
If it was me, I would go ahead and redo the whole hull. Kayaks are small and you will probably work harder to feather-in repairs than just redo the whole shebang.
I've heard of builders who say they are happy with the results of deck/porch paint and primers from the hardware store. Myself, I like Interlux paints and think the small extra expense of getting the recommended primer is a reasonable price to pay for guaranteed compatability.
I can see how this whole process can be overwhelming, but if you break everything down to the constituent steps, it's really quite simple.
Just remember, you never really finish painting a boat. If you own the boat for a while, the annual or bi-annual touchup will be a snap with the skills you will acquire from this process.
Dusty