I can't say much about Wailea because I am not that familiar with it, but I can tell you the Maui ocean club is a great property and designed well for families. The area has a lot of activity as well as walking paths to lots of restaurants and Whalers Village. Black Rock is at the Sheraton where you can see the cliff divers at sunset. Wailea is a beautiful area and very lush, tropical and much quieter the Kaanapali area. I'm sure you can't go wrong with either property. Enjoy!