We love this resort. So much so that after 5 visits we added points on there(other is OKW). We have been in July-very busy, very hot, lots to do; April- beautiful weather-beach time, golf, shopping, dining; at the holidays- wonderful stuff happening at the resort-daily activites for kids and adults including kayaking, wilderness walks, crafts, whale watching, santa etc.- weather then ranges from 30's one year to 60's the other.
You do need a car to see the island. You can walk to Shelter cove shops and dining and you can take the shuttle to the beach house, but for everything else, you need a car.
We drive there, but my sister flew from Boston to Charlotte then a puddle-jumper to HHI airport. You can fly into Savannah and rent a car and drive about an hour.
Disney's HHI resort is not on the beach, but on the harbor(Shelter cove). The Disney Beach house is 1.5 miles across the road and is beautiful with another pool, beach access, lounge, restaurant and sitting area with fireplace and TV. Once on the beach, you can walk 6 miles or so...gorgeous beach. The resort also has outdoor events like oyster roasts and BBQ. The accomodations are comparable to OKW in size. There are very few 1 bedroom and these are hard to come by. We love all the CM and have always had great treatment there. You will love it! We aren't going this summer, (WDW 12/28-1/-2/04, Williamsburg (II) for June and WDW again for next Dec)but definitley in 2005!
May -June should be a wonderful time with great beach /golf weather , but not the humidity you get in July/August.
Connears