Hey jjd,
With the exchange rate at 0.776 it's not as exxy as you would think. Check it out!
Kailua Bay is fun and of course tropical water with 15-20 knots wind, boardies and rashie, coconut palms, sandy beaches, no worries about tides, Green turtles Plenty of kite shops etc.
Check out this property in Lanikai where you can walk to the beach and kite all day.
www.ownerdirect.com/accommodation/usaI found this with a quick google search, I'm sure theres many more just like it.
Kailua or Lanikai for chilled peaceful village life and best beaches in Oahu, or Waikiki for nightlife, shopping big hotels etc or Haliewa for Pipe, sunsets etc, no kiting and very touristy, no surf that time of year either.
Or Mokulaiea for wicked strong wind and waves, skydiving and gliding but nothing else.
Hope this helps you.