Kayaking in Kailua is a great way to spend a day on the east side of Oahu. I highly recommend going to Kailua Beach Adventures for all of your kayaking and beach needs in Kailua. Kailua Beach Adventures rent single or double kayaks which you can launch directly from Kailua Beach.
Kayaking destinations include either Flat Island, Mokulua Island or Lanikai beach. If you have the energy and time, Mokulua Island is well worth the journey. Here you will find other kayakers hanging out on the beach playing music, having a beer, and lounging on the pristine sand. A quick 10-minute hike takes you to the other side of the Mokulua Island where you will embrace mars like rock formations that will just blow you away, making every swing of the paddle you took well worth it. Make sure to bring water, sun screen , and some light snacks before you embark. I also recommend a dry bag for the kayak, everything will get wet, included your I Phone 7 that you thought was waterproof ( I learned the hard way). Have Fun!!