Don't overplan that first trip. You'll be back!
Whatever you miss, you can get to next time. :wink:
Pick a nice place in your budget that's beachfront or an easy walk to the beach. Everything else will fall into place on its own. If there are only two of you, there are tons of 1 bedroom villas on the oceanfront that are extremely reasonable in February. You can typically rent a whole month for $900 and a single week for half that.
Think of this as a learning trip and don't try to fit too much into a single week. If you had a whole month we could plan out an itenary of "must dos" and day trips.
The weather can be 70 degrees or 50 degrees, sunny or rainy. We've even been known to have snow flurries on occasion. The closer you get towards March the better it usually gets. Bring shorts and tee-shirts in addition to winter clothes. I've been knee deep in the ocean in January.
On days with nice weather, park your car and rent bikes. There are over 42 miles of paved bike paths for you to explore. That doesn't even count the paths inside Sea Pines, Shipyard and Palmetto Dunes. It's all perfectly flat ground and makes for super-easy pedalling. The beach is also perfect for bike riding but I recommend riding with the wind and NOT into the wind. The ocean breeze blows constantly on the island.
Grab the tourist guides and the HH Dining guide as soon as you get here. All of the week's special events are in the tourist guides. All the menus are in the dining guide. Find your favorite dish for the first night and go from there... You'll meet people. They'll tell you where they went last night and what "you should try".
I tell everyone: "This is a happy place. All these people are here because they want to be. They are all smiling and having fun. Strike up a conversation with people you meet. It's easy, just ask where y'all from?"
Walk on the beach, ride bikes, find a porch swing, a hammock or a rocking chair, ramble around the shops and thrift stores, stroll around the marinas, eat great food, soak in the hot tub or take a dolphin cruise. Maybe take a day trip over to Savannah's River Street. Be sure to get on a horse-drawn carriage tour, visit the squares, museums and antebellum mansions and of course eat more good food.
You can be as intense or as lazy as you like. But either way, you'll have a great vacation!