This paper deals with the feasibility of RES-based systems for electricity supply in four different Greek Islands. Three specific typical loads were selected to be covered, where the grid connection was considered as optional. An optimization procedure in terms of energy efficiency and economical feasibility has also been applied, using the HOMER software for the energy part and a hand-made calculation procedure for the financial aspects. It is found that an off-grid project is not economically feasible and the grid connection is necessary only for the sale of excess electricity (not as a backup source). Finally, the relationship between environmental potential and produced energy is found to be linear, with almost constant behaviour for solar systems.