Transferring ownership to a family member as a gift is not difficult but does require following a process that you would normally follow for transferring any real estate, meaning you need to transfer in writing and prepare a new deed which then has to be filed with the local government agency that records deeds and you have to pay some transfer/recording fees and taxes.
The transfer also needs to go through right of first refusal for Disney, but for a gift ROFR will automatically be waived and the main reason it is required for a gift is to allow Disney to assure itself that what is happening is a gift and not a sale and to assure Disney issues for filing with the recorder of deeds a waiver of ROFR.
My understanding is that a transfer to a family member will result in the new owner having all the same benefits as a first time purchaser including the use of the Disney collections.
I believe DVC accounting or administration actually can help you with this and provide some forms and thus you might want to contact it.
As to the second poster, having a "friend" who is willing to sell to you at a low price is a transfer that can be attempted but it is one that is treated as any resale for which DVD can exercise its right of first refusal and the new owner will be treated as a resale owner and thus not have access to certain Disney collections.