Having just returned from Maui this past weekend, I'd just add these thoughts:
1. I'd disagree with Tommy's "not even close" re Kapalua Plantation. Yes, I'd say that the Plantation is a truly great course and Ran's review is absolutely right on, but to say nothing else on the island is even close is really stretching things. Though I haven't played it, from what I hear and see in pictures the new "Dunes at Mauna Lani" (somewhat near the airport) looks really cool... and each of the Emerald and Gold courses at Wailea are very worthwhile. On top of this, my feeling is the area near Wailea is a better place to stay then is Kapalua... Just personal preference but to me Wailea area is more lush and tropical and has better beaches, better restaurants, better everything than exists up at Lahaina-Kaanapali-Kapalua. So yes, Plantation is clearly the best course, but saying nothing else is close is stretching things, and advising one to just stay at Kapalua and see nothing else is REALLY stretching things. Maui has a LOT to see beyond the golf - Haleakala crater, road to Hana, Napili bay... This is not a place to just bury one's self in a golf course, even one as great as Plantation, I'd say. My advice would be stay at one of the great hotels near Wailea, drive up and play Plantation, play Wailea Gold course also. Take whatever time you have left to do the road to Hana or the drive up to the Haleakala crater. You won't regret it.
2. I can't see doing a guy's golf trip to Maui or anywhere in Hawaii, really. Too many other things to do besides golf. To me guys trips revolve around golf and drinking, not necessarily in that order. Yeah, that could work in Hawaii, but beyond being expensive as all hell, it would seem to me silly to go there and not go to the beach, snorkel, etc.
3. From what I hear Wigler is right on re trip to Lanai... I didn't do that myself but friends of mine have and they raved about it incessantly. Some other time....
TH