How many times can you resole climbing shoes?
All of my climbing shoes are synthetic, and I have resoled them all twice so far. If they will be in the same condition as they are now, just with holes again, then I will continue to send them in to be resoled until they are generally too used and damaged.
There isn't really a set limit for the amount of times you can resole them, it just depends on the condition of the whole shoe. If holes in the front of the shoes are not the only issue with the shoes, then will a resole help? If the additional issues can be fixed along with the resole, then it may be worth resoling.
If there are no additional issues with the shoes, and you just have holes in the front, and the shoes still fit well and are tight enough, and of course you want to keep wearing them, then there isn't really a defined limit to the amount of times you can send them.
If you send shoes to be resoled, and they cannot be, then you will probably get a call telling you that they can't be resoled anymore.