With each deprotonation, you essentially exchange a water ligand for an -OH. This has a negative charge, and hence is better able to balance the charge of the positive Cr3+ cation at the centre. The complex is acidic because this cation is withdrawing electron density from the surrounding waters. as you introduce more hydroxides into the system the cation becomes less electron withdrawing and the complex less acidic.
kapeesh? ;D
[EDIT] Also the process starts getting really unfavourable once you get to [Cr(OH)4(OH2)2]-. Youve now got an overall negatively charged complex, which to deprotonate further you need to bring into close proximity to -OH. This is also negatively charged, and the ions will repel, making the reaction harder.