wealthyOliver's parents are very wealthy.
well offAfter years of working hard, we are now quite well off.
loadedinformalThey don't have any money worries - they're loaded.
flushinformalHe's flush with cash.
better offWe're a lot better off now that Jane's working.
affluentIt's a very affluent neighbourhood.
prosperousIn a prosperous country like this, no one should go hungry.
moneyedformalHer new husband's family is moneyed.
born with a silver spoon in your mouthHe was born with a silver spoon in his mouth and has never worked a day in his life.
stinking richHe won the lottery and now he's stinking rich.
rolling in itThey're absolutely rolling in it - they just bought a third house!
in the lap of luxuryShe lives in the lap of luxury in her Beverly Hills mansion.
live like a king/lordHe lives like a king, eating lobster twice a week and drinking champagne every night.
live high on/off the hogUSinformaloftendisapprovingEver since she got her fancy new job, she's been living high on the hog.