Easiest can be classified in three ways:
Being inexperienced is fine, but you have to have an idea of your level of fitness for anyone to answer this question accurately. Do a day hike or two (I am sure you have) and give an indication of what your comfortable with. Also take into account who is going with you (children/ parents/ friends).
Most trails will ballpark you between 13-23km per day. If you can easily do this in a day then consider climbs… a quick ascent of 300m at 45 degree angles will be hard on most climbers. Also consider a relatively easy hike will turn downright scary in bad weather. Most people consider the Hottentots Holland mountain as safe since it frames Somerset West/ Stellenbosch, but climbers have died on the mountain due to hypothermia in full hiking gear (and these were not novice hikers).
If you do not mind taking the odd climb slowly then:
-The Otter trail
is a relative pushover. Really short days, a single big climb and beautiful.
If you want to try to ease into it, try slackpacking a multiday hike first:
-The leopard trail
the walks are longer, but its slackpacking and I have done it with a group
of seniors (average age 70). Given they did train a bit
If your looking to start with shorter options (2-3 days) then:
why not start closer to home.
-Rhebok hiking trail (Golden gate NP)
-Bokmakierie hiking trail (Doornkloof NR Colesberg)-they recently upgraded this one
Hope this helps. PS. Just note the time of year and rainfall in the regions. You’re bound to catch at least one day of rain on the otter, although I have hiked it without. It goes without saying to avoid summer heat, but NB for the leopard trail and Bokmakierie.
If you have something specific in mind just drop more hints and we can add more hikes