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Sir William Fox was Prime Minister of New Zealand three times
he served two separate terms as the country's prime minister
Many times
6 times
Prime Ministers can normally be elected any number of times.
87 times, probably not
Harold Wilson was prime minister of the United Kingdom from 1964 to 1970 and from 1974 to 1976.
twice
Twice
one time
The National Party, led by John Key, was elected as the Government of New Zealand on the 8th of November 2008, though he did not assume the office of the Prime Minister until the 19th of November 2008.