I keep having to search for this guide and reposting it. This way anyone can click on my topics for my avatar and you can find it easily!!
Here's my take on the different islands, for what its worth. You can find big resorts, boutiques, condos, etc on pretty much all the Islands so its a matter of first finding the Island that fits you and hubby's travel style. I maintain that there is an Island for every person but if you go to the wrong Island for you, you could end up not liking Hawaii:
Oahu (Honolulu, Waikiki)--This is the Island with the most population and Waikiki has lots of skyscrapers and people. But Waikiki is..well..Waikiki. Everyone has seen the pics with Diamond Head. It has top notch hotels (like the Halekulani or the Turtle Bay Resort for an out of the city place), restaurants, clubs, SHOPPING and entertainment. I like it because I live in the country and it's fun to be entertained 24/7 for awhile (and I have friends to see there), plus it has great history with Pearl Harbor, Punchbowl of the Pacific, Sea Life Park, Haunauma Bay, etc. You can drive a convertible (cheap and fun) over to the North Shore to see the more country side of the Island and watch the surfers do their amazing stuff. Oahu typically has some of the nicest beaches in Hawaii (Lanikai, Kailua, Kaneohe, Haumanma). If you like nightlife and being entertained plus you can still enjoy some quiet time, then Oahu is for you.
Maui--Next in terms of nightlife but nowhere near Waikiki. They tend to have big resorts which cost a bit but have all the comforts of home plus many have some nice beaches. Some attractions such as the Road to Hana or biking down Halekala or the Valley with the rock formations, but entertainment tends to focus on the water with surfing, boating, fishing, etc. This is more for those who really enjoy sitting on a beach with a drink and maybe if you get up to it, doing some watersports.
Big Island of Hawaii---The newest Island so you get the volcanoes (which can you go see on a day trip from the other Islands). Quite country but has some very nice resorts. Don't expect sandy beaches unless you get to the emerald or black sand beaches and to me those just don't feel the same. Beautiful to see and many like it. Best for a quiet time if you like volcanoes (or you can do some water sports like marlin fishing or dolphin encounters) and for a relaxed vacation...not a whole lot of nightlife.
Kauai--Even though I haven't been back for years, this is my favorite Island. Very quiet and extremely lush. Great attractions from the Grand Canyon of the Pacific (see by helicopter), Na Pali coast which is dramatic and the beautiful drive up the the other side of the Island. Quiet island with lots of natural attactions to see. Because it is the oldest island, the beaches are all pretty much sandy (except for the rocky Na Pali coast). Resorts are quieter but have what you need. Not a lot of nightlife but nice restaruants just nothing fancy like on Oahu or Maui. Best for those who don't need nightlife but want things to see and do.
Molokai, Lanai and Niihau--Very uncommercialized islands that are not real touristy. I can't tell you much about them as I have never been and haven't had friends go there.
I used to live in Honolulu so I might have a bias toward it but my favorite Island is Kauai. If you have the time, a multi island trip is quite feasible with them as well (or just a day trip to another Island too). Usually the rule is a minimum of 7 days to see 1 Island, 8-15 you can handle 2. Obviously day trips will take up a whole day out of the vacation with the airport pains and such. You can try pleasant hawaiian holidays for the hotels and they do packages for multi island trips too. Airfare online from places like travelocity, expedia, orbitz, kayak, etc. usually have good prices and can do multi center if you'd like to add in Vegas, NY, etc. for the flight too.









