I went in December a couple of years back from Sydney
and it was a pretty good trip. Went on the first puff of a southerly buster which swung nicely to the SW and had us 70 miles off shore in 8 hours. Then had a couple of days battling up hill, had to use the engine
a bit but no really rough stuff. Stayed well away from the seamounts, they can cause all sorts of problems.
I'm planning on leaving Sydney in early December this year and making LHI my first stop, but if you're planning on going in company in mid to late November I could be persuaded to take off a little early. I wouldn't leave in October, apart from conflicting with the race
it's not the best time weatherwise when you get there, I'd leave it to warm up for a month or two first. I've been in the race
once, it was a pretty good trip but snorkelling in the lagoon in October was a bit chillier than doing the same in December.
Moorings are easy to come by, but you do need to book in advance. Island folk are pretty nice and the resident constable/maritime/quarantine/customs officer is fairly laid back and helpful.