Try using the following pattern, if using re.match:
[0-5][0-9](?:-[0-5][0-9]){3}$
This is phrased to match an initial number starting with 0 through 5, followed by any second digit. Then, this is followed by a dash and a number with the same rules, this quantity three times exactly. Note that re.match anchor at the beginning by default, so we only need an ending anchor $.
Code:
print(re.match(r'([0-5][0-9](?:-[0-5][0-9]){3})$', '59-59-59-59').groups())
('59-59-59-59',)
If you intend to actually match the same number four times in a row, then see the answer by @Thefourthbird.
If you want to find such a string in a larger text, then consider using re.search. In that case, use this pattern:
(?:^|(?<=\s))[0-5][0-9](?:-[0-5][0-9]){3}(?=\s|$)
Note that instead of using word boundaries \b I used lookarounds to enforce the end of the "word" here. This means that the above pattern will not match something like 59-59-59-59-59.
^[0-5][0-9](?:-[0-5][0-9]){3}$--separated numbers, usere.match(r'[0-5][0-9](?:-[0-5][0-9]){3}$', s). If there can be 1 to 4 of the numbers replace{3}with{0,3}. If you need to get the numbers after validation, uses.split('-')after the string validation passes.