You are going to have a wonderful time! I really want to plan a trip back.
We went Feb 2015. I had hoped to rack up credit card miles to book airfare that way. I ended up paying cash. $810 pp from Boston to Honolulu on United and then we flew home Kona- Big Island to Boston. Connecting in LA.
Our total trip cost $8000. I had saved $9000 for the trip and was surprised we didn't go over. We had about $200 in Disney Rewards from our Cc too. We used this for snacks at the hotel.
5 people. In a 1 Bedroom at Aulani. Don't forget the room tax you have to pay. Can't remember what its called or how much. They have it on the
DVC boards. We bought a Costco membership based on all the recommendations on these boards. And Costco rates certainly were the cheapest for car rental. We rented a minivan for 5 days on Oahu and the Big Island. Both cost about $500. We ended up buying a lot of our food at Target. I really didn't find many of their prices to be that bad. The only thing that sticks out is a fresh whole pineapple. It was $7.99 at a small grocery store we went in. Which I was surprised because just before we left home pineapples were on sale in Mass for $1.99. And we had just toured the Dole pineapple plantation where the pineapples are grown. So strange to be so expensive with no long distance shipping.
We were cheap about how much we spent for activities and eating out. We splurged on a few things. Our trip could've easily cost double what we paid. We did a luau at Paradise Cove. When we called to book it. They actually told us about a deal they had on livingsocial. That saved us half price. I was really surprised they told us about the deal. But it was great. Definitely do a luau. They can be very cheesy. But so much a part of the trip.
We also packed some food in our luggage. But not a crazy amount. Every day we got up in the morning and went sight seeing. We packed a small collapsible cooler(really small) with snacks and sandwiches for the kids. We didn't find food to be an option in some of the scenic places we went to.
I also have to say we stopped at ABC stores and picked up their ready made food a few times. (mostly we did this on the Big Island in Waikoloa). but they weren't too expensive. And lots of choices for even picky ones. So we ate out but didn't pay sit down prices.
Also we got a Hawaiian Airlines credit card. And the sign up bonus was enough for us to book 5 interisland flights one way. This may not help you if you don't want to go to another island. But I thought it was great!
Have fun planning! I really have only one regret- that I didn't go ziplining on Oahu. I really wanted to go. But my youngest was only 4 and couldn't and wouldn't have done it. And so it just didn't work for us. Oh and I wish I had stayed 2 days longer at Aulani. We only stayed 4.5 and went to the Big Island.