There are a couple of questions I would have to ask to help narrow down the choice.
1) How important is living near the airport? Is he flying daily or in/out once a week? Does he get reimbursed for his transit to and from the airport?
2) What kind of lifestyle are you looking for? A high paced urban environment (think Manhattan in New York multiplied about 10x) or something more relaxed, kind of like townhouses in the suburbs of America? Many DINKs (double income, no kids) live in on HK Island in the 'heart of it all' as that is where they want to be--close to the action, stores, restaurants, noise, traffic. You've said you are 'bored' in Ohio and want restaurants and places nearby, but you've also mentioned you have a 3 year old so you probably want some places for the kid to run and play.
3) Are you adverse to living in an apartment building / high rise? Some people like being 40 floors up, some would rather be in a townhouse.
4) Are you afraid of the water / boats? Discovery Bay is a 20 minute ferry ride from Central Hong Kong or one heck of a long bus/subway ride.
5) Are you planning on hiring a nanny ($350 US a month). If so you'll need a slightly bigger place for her to stay.
My main advice still stands--get a corporate apartment for one or two months to get the 'feel' of some areas in HK. Leases in HK are generally a bit longer than the US (2 years) and telephone and cable and Internet contracts also are generally 12 months (which can make moving around kind of annoying).