As far as weight goes, the 300 Tdi setup weighs 300 lbs more than the V8 you are removing so not a great deal of weight difference. In practice, not many "inspector" types as referred to above will think twice if the engine says Land Rover on top and the truck says Land Rover on the outside. Trust me, I deal with this daily and am intimately aware of epa and dot regs.
As far as importing an engine goes it boils down to what you put on the manifest. If you put 1995 Land Rover 300 Tdi Discovery diesel engine you might have an issue as this is a red flag. There are literally thousands of Tdi engines here and running the streets of America. While as Antisoshal says, they are "technically illegal", but so are tire size swaps as he so aptly pointed out. It boils down to this isn't a law that has been enforced- except in the widely publicised case of the Nissans. The only reason these engines aren't on the "legal" list is because Land Rover North America never asked/petitioned for them to be back then because they assumed we all wanted quiet smooth V8's due to our low fuel costs and the luxury icon they were pushing- obviously they were partially wrong. These engines in the UK had egr valves and cats so there is absolutely no reason they couldn't/wouldn't have been compliant here-LRNA just never asked. This has been an argument for about 1.5 decades now and those who have made the swaps are blissfully driving down the road and the nay sayers are still pointing their fingers. ECR openly documents gas-diesel swaps they do on their website-obviously EPA isn't knocking on their door or the work wouldn't be documented on their website. I'm actually in the middle of converting a diesel 110 over to a 4.2 Range Rover drive train for a client in California.
To each his own-its your money spend it as you choose.