The only way to get people, low and high levels, is to provide them with a risk-for-reward concept. The solution is simple. HCS has to put all level resources around the Wilderness instead of level 48 resources. A bunch of level 16 resources grouped together (i.e. 3 Bronze Deposits together in one spot, 3 more not far away from the other 3, etc.) would probably lure a bunch of people in to be honest. Also, adding monsters/bosses of all levels that drop items more commonly than monsters outside the Wilderness might lure in a bunch of people too. This however, I think would need a huge map or else it would be too crowded.
As for what you said:
I think paying to enter the Wilderness is a good idea, but instead, 5g would grant you a buff that lasts an hour that grants you infinite entries into the wilderness and does not go away on death. However, every death will deduct the buff time by 10/15 minutes or something. When your timer runs out when you are in the PvP zone, you will be teleported away.
The teleportation to a random place on the island should be optional, perhaps an NPC can be added in that tiny fort when you arrive on the island who provides the random teleportations.
Your idea to help people with slow loading may cause a problem. If you cannot be attacked after teleporting if you don't move or do anything, then this may encourage a lot of scouting.
