To be honest, the trolley idea was for if you pick up a fair few (i.e you're there for a few hours, maybe a day) so you dont get hose wrapped up around cars or some barsteward parks on it.
If you only pick up one or two and you can park relatively close, i'd just pull the hose over the road and crack on...
Bollox to the 'HSE' worries, you're not working on site.
As long as you're not a muppet, and dont make an old granny do the limbo under your hose i'm sure no one will report you...
use the muscle between your ears and you'll be fine.
(I'm assuming its a bog standard 30mph, 'normal' terrace road)