How do I determine holding pattern entry and direction in this example?
Neither of the two representations show holding North if the arrow depicted in the corner is truly pointing towards 150°. If this is the case, North is at the bottom of the page and South is at the top. Therefore, both representations are showing holding South of the fix.
If the dot depicted is the fix, the representation on the left is not a holding pattern. Holding patterns have their inbound leg terminating at the fix. Your turn towards the outbound leg would then begin when crossing the fix on the outbound leg.
Furthermore, your HSI is showing that you are on the 150°  To-Radial of the fix, on a 155° Heading, and a 16.5 DME. This would put your aircraft inbound, 16.5 Nautical Miles North of the fix, roughly on the 330° From-Radial (or just Radial). You should intercept the inbound leg 360° Radial of the fix well before crossing it. Then effect a Direct Entry, Performing your 5Ts Once you hit the fix with wings level.
You could, however, continue direct to the fix, inbound on the 330° Radial, and still perform a Direct Entry. I just, personally, think it’s easier to intercept the inbound (360° Radial) leg first.
Research AIM 5-3-8 for further details.