Halq or taqsir
How much hair must men cut or shave after Umrah?
Brothers who shorten must cut at least a fingertip's length, about an inch, from all the hair, and it is safer to cut a little more. The least that releases you from ihram is a quarter of the head, but the sunnah is to shave or shorten all of it.

Shortening
Cut at least a fingertip's length, about an inch, from all the hair. To be safe, cut a little more than that. If your hair is already shorter than a fingertip's length, shortening will not work and you must shave.
Shaving
Shaving the whole head is best. If you have no hair, pass the razor over the head. Clippers that take the hair down to the skin count as shaving.
A few strands is not enough
At least a quarter of the head must be shaved or shortened, and the sunnah is the whole head. Cutting a few strands leaves you still in ihram. See halq or taqsir.
More questions
Can I cut my own hair?
Yes. Be careful about cutting someone else's hair while you are still in ihram yourself, as it can bring a charity penalty. Ask a scholar if you are unsure.
Are barbers nearby?
Barbers are found outside the masjid near Marwah.
What can I do once my hair is cut?
Every restriction of ihram is lifted. See what is permitted after Umrah.
Related questions
Read the full guide
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This guide follows the Hanafi method and is based on Shaykh Mufti Wajid Iqbal's Umrah book, Essential Islam. For your own situation, ask a qualified scholar.