Do similar passwords have similar hashes?
No.
Could a hacker increase their chances of brute-forcing the password if they have a list of hashes of similar passwords?
Indirectly, yes, knowing that those are your old passwords. Not because of any property of the hash, but suppose the attacker manages to (very slowly) brute-force one or more of your old passwords using those old hashes, and sees that in the past it has been "thisismypassword3" and "thisismypassword4".
Your password has since changed, to "thisismypassword5". Well done, by changing it before the attacker cracked it, you have successfully ensured that the attacker did not recover a valuable password! Victory! Except it does you no good, since the attacker has the means to guess the new one quickly anyway using the old password(s).
Even if the attacker only has one old password, and therefore cannot easily spot a trend, password crackers work by trying passwords which are similar to dictionary words and other values. To over-simplify a bit, it will try the dictionary words first, then strings consisting of a word with one extra character added, removed or changed, then strings with two changes, and so on.
By including your old password in the "other values", the attacker can ensure that strings very similar to it are checked early in the cracking process. So if your new password is similar to old ones, then having the old hashes does have some value to the attacker - reversing any one of them gives him a good seed to crack your current password.
So, incrementing your password regularly doesn't add much. Changing your password to something that's guessable from the old password puts your attacker in the same position as they'd be in if they knew nothing at all, but your password was guessable from nothing at all.
The main practical attacks on password systems these days are eavesdropping (via keyloggers and other malware) and phishing. Trying to reverse password hashes isn't a good percentage attack, although if an attacker has somehow got hold of an /etc/passwd file or equivalent, they will break some weak passwords that way on the average system.