PDF Format:
Originally part of Hampshire & Isle of Wight directories which only had limited information, these two early directories are just the Isle of Wight entries and are presented here as transcriptions in pdf format;:
Searchable by name and town:
These later directories present private and commercial entries alphabetically under individual towns, they don't pretend to represent all those living an area, possibly just the 'better off' and those with business interests:
Searchable by name and town - entries of individual streets in the main towns
Newport street directories are available elsewhere on the web:
Another directory
The 1951 Kelly's directories were the last street directories they issued, this transcription of the 1960 Post Office Telephone Directory obviously only includes those people/businesses with telephones. Another problem is that the Telephone Exchanges didn't necessarily reflect the town or village of the subscriber (ie Newport exchange also covered Carisbrooke). I've tried to identify the geographic location for each entry, but that's not guaranteed:
Another resource:
Island road name changes and ‘odd’ notes’ (pdf)