We investigate the evolution of the Mott insulators in the triangular lattice Hubbard Model, as a function of hole doping $delta$ in both the strong and intermediate coupling limit. Using the density matrix renormalization group (DMRG) method, at light hole doping $deltalesssim 10%$, we find a significant difference between strong and intermediate couplings. Notably, at intermediate coupling an unusual metallic state emerges, with short ranged spin correlations but long ranged spin-chirality order. Moreover, no clear Fermi surface or wave-vector is observed. These features disappear on increasing interaction strength or on further doping. At strong coupling, the 120 degree magnetic order of the insulating magnet persists for light doping, and produces hole pockets with a well defined Fermi surface. On further doping, $delta approx 10%sim 20%$ SDW order and coherent hole Fermi pockets are found at both strong and intermediate coupling. At even higher doping $delta gtrsim 20%$, the SDW order is suppressed and the spin-singlet Cooper pair correlations are simultaneously enhanced. We interpret this as the onset of superconductivity on suppressing magnetic order. We also briefly comment on the strong particle hole asymmetry of the model, and contrast electron versus hole doping.