- hmm, entertainment-wise, I have not done a luau, so I don't know what to recommend. But I've alway

when are you coming? what do you want re active? do you want advice on hikes? try ziplining? scuba driving? do you snorkel, etc. what's your budget for tours / food /accommodations (do you want a hotel / motel / or place with a kitchen...are beaches important to you. more information would be helpful
We are flying in from NY. Really have 8 days and one evening on ground. We are flying in on April 23 at 6pm, into Honolulu. Will do a dinner and maybe (if not too jet-legged) check out the night life.
We plan to spend a few days seeing Honolulu, not sure how many days we will need. After we are thinking of going to Maui for a few days. We were considering another island, but from what I have read we do not have enough time for that.
Maui is nice, but your trip is not too far off, so you need to start looking and booking NOW. Also get your car rental lined up for Maui, I have used discounthawaiicarrental.com and last trip got a nice intermediate from Avis, second driver is free.
- North shore - definitely new york luxury rent a car a different new york luxury rent a car world from Waikiki/Downtown honolulu, much more of a bohemian surfer vibe. I'd check out Sunset Beach to watch the surfers, Turtle Beach for, well, turtles, Waimea Valley for hiking, Haleiwa for shave ice at Aoki's or Matsumoto's, and if you like shrimp, there are a ton of shrimp trucks around. We liked Macky's and Romy's the best.
- hmm, entertainment-wise, I have not done a luau, so I don't know what to recommend. But I've always liked people-watching in Waikiki at night - lots of shops, bars, and restaurants, to keep you entertained through the late hours of the night, although food-wise I prefer going outside of Waikiki.
You can do 2 islands in 9 days - I know plenty of people who have done it, but it does take up time to pack up, fly, rent a car, drive, unpack etc at a new destination. I'd recommend Maui or Kauai if you really want to experience another island as I think Big Island would be too much for a short amount of time.
On Maui, there are a ton of things to do too. Road to Hana, Haleakala, I'ao needle, Upcountry, Ziplining, beautiful beaches, and fantastic scenery. I've spent two weeks there and still have a list of stuff I want to do. Anything specific? I wrote a trip report a few years back which may provide some info:
If you find the time to do the north shore drive (rent a car for this) on Oahu, be sure to have lunch at one of the shrimp trucks. That's always special for me. In my week visit I might do a shrimp truck a couple of times! It's so yummy and fresh!! (and messy )
And if you get fired up/find you have more wanderlust while staying new york luxury rent a car in say Maui - you could easily fly to Big Island/Hilo early one day and visit the Volcano and drive around to Kona and fly back to Maui from there. Short- very scenic flights.
If you feel you MUST see a second island, you might take a daytrip to see Volcanoes National Park on Big Island -- flying in and out of HNL. You could also do this with Kauai; take a helicopter tour over that lush island.
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