interesting. if the program is successful, the city may have hit on a lucrative source of income, for the city as well as residents in the area.  the city could charge a base fee for the first two cars and two guest cars, and increased fees for additional permits. in turn, residents with less than four cars can also make money by charging others to use their extra permits.
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if the program is approved island wide, residents in areas such as lanikai might charge visitors even more than premium prices to use their extra parking permits. just make sure to collect a hefty security fee up front so the permit borrower returns your permit on time.