The Grand Wailea is massive... understanding that makes the rest easy. I found the layout initially overwhelming, especially trying to figure out how to get around the maze that is called a pool, but it quickly became a comfortable focus of paths and places that I enjoyed. The room had a great old Hawaii feel, borrowing from plantation ideas and a general tropical vibe. Quiet, large, an overly opulent bathroom, a giant tub, a wonderfully plush bed - yep, all the things that I care about in a serene spot. The balcony, in an upgraded ocean view, was more garden than ocean, but I actually enjoyed what turned out to be a nice garden landscape removed from the view of other rooms or hotels and opening up to the sea.
The spa.. oh my golly, what can I say about the spa other than, you must simply experience it. Do a simple spa pass for the crazy wonderful salt baths of rainbow colors, or go over the top as I did with massages every day. I've done spas around the world. This is at my top of overall experience. To be honest, the actual massage was good, one was spectacular, but the various baths and general relaxation area is the best I've ever seen. Looking to economize, do the simple spa baths. Looking to splurge, sky is the limit at this place!
Restaurants on site are okay, but I wasn't floored by them. I liked "humu" best, named for the very small fish with the very long name, as I enjoyed the waterfront location and sunset in the lounge area had great drinks, nice pupu's, great staff, and killer sunset. Otherwise, the beachwalk takes you to great choices nearby, and I liked the open air Italian bistro at the hotel next door (okay, the Four Seasons - nice place, a little stuffy, I'd stay at GW and eat at FS).
Beach.. after all, you are going to Hawaii for the beach... is totally awesome! I loved the waves, just enough to have "wave" but not enough to make you fend for your loved ones. The sand is powder soft, and it is a gentle slope along the beach, not the harsh drop off that you would expect. There is a lot of marine life out there in Maui, so always pay attention daily to signs and what people are seeing, but I found it to be the experience you want of a Hawaii vacation.
Rooms I give a very good, beach I give an excellent, restaurants I give a very good, pool I give a very good, although kids would probably give it an awesome... overall, for me, one of the top places I have stayed on a vacation, so very easy to recommend.