Aloha!
I am from Hawaii (Oahu) and answer any questions anyone may have...just PM me.
Kauai is very beautiful. Take the boat ride up the Wailua river up to the Fern Grotto. Lots of people get married there. Kauai does rain alot (the most rainfall out of all the islands). If your family is an outdoorsy family, Kauai is great because they have a lot of hiking trails etc. Beaches are not as nice as Maui or Oahu though.
Maui is awesome! There are many things to see and do. My favorite thing to do is to watch the sunrise on Haleakala Crater. It is truly amazing. You do have to leave at around 2:00 am to get up to the mountain but it is worth it. There are tons of whales that come during the fall/winter months. You can see whales from your hotel room if you stay on the beach. You can stop at a look out point and watch for free. The best windsurfing in the world is located on Maui. Hookipa is great to go and watch the windsurfers and swim too. There is an amazingly long drive to Hana. At the end of the drive are the Seven Sacred Pools. These pools are on a mountain ridge and is truly spectacular. You may see some famous people in Hana (Oprah, George Benson, Pat Benatar etc). There are plenty of places to eat at reasonable prices...you just need a car to drive to those places. I would try local eateries vs. popular chain restaurants. The local eateries can be found in shopping centers and strip malls.
Hawaii (Big Island) is great too but it is more for staying on property and not doing too much sight-seeing. Terrific golf courses on all islands but the Big Island is really famous for some. If you stay on the Kona side, it will take you about 2 hours to drive to see the volcano (active). Kona is very hot...all year around.
Oahu has the most to do...if you are into doing the touristy thing. The Bishop Museum has great exhibits about Hawaiian History. The Royal Hawaiian Shopping Center has free classes for hawaiian arts/crafts like quilting, basket-weaving, etc. The North Shore is dangerous during the winter months.
Hawaiian Air has great fares from the West Coast. Travelocity has fare specials too. Check Travelzoo for great specials on car rentals, hotels etc. Alamo has a new option...if you prepay for your car rental, they give you a discount. I got my brother and his family a mid-size car for $140 for one week. I was able to get them a fare of $670 from Salt Lake City during spring break! That is really cheap! Check
www.pandaonline.com for special prices.
If you truly want a vacation, I would stay away from the timeshare/condo thing. Unless you are definitely going to make a majority of your meals and eat in. To me, that's not really a vacation. Most hotel rooms now have mini fridges, and a small wet bar (Hilton Hawaiian Village). The Waikiki Parc Hotel is a nice small boutique hotel next to the Sheraton Waikiki and sister hotel to the Halekulani hotel (Hawaii's 5 diamond hotel). this hotel is small but really clean and in a great location and they have great specials that may include a car and free breakfast buffet which is terrific. I worked at this hotel for several years and it is Waikiki's best kept secret. Check their website at
www.waikikiparc.com
I know this is a lot to take in...hopefully it will help all of you who are planning your vacations to Hawaii.
Mahalo Nui Loa--
cyansmom