Isolated black holes (BHs) don't emit gravity waves. A pair of BHs (binary BHs) do in the final stages of coalescence (merger). Some supermassive black holes found in the centers of galaxies are actually a binary pair of SMBH. It takes a Hubble scale length of time (billions of years) before these two massive objects get really close to each other. Then within seconds the pair merge, releasing gravitational waves.