I think house of gales before hera is faster. If you go straight to get the glove then to hera, you dont have pegasus boots which costs a bit of time. Ravio's is also much closer to gales than hera. Ideally you could rent tornado + hammer + bombs at the same time, do gales, warp to kak, then do hera.
Was thinking this also when playing Hero Mode... I can't imagine Hera being faster than doing Gales because of the boots alone... If Rupee routing also becomes an issue we can get money from Gales also... though I can't see that being an issue unless someone plans in a lot of death warping... which probably won't happen.