I just got married on HHI in September. We had a beach wedding, but was about 120 people. We worked with Melissa Katon at Sea Pines Resort and she was phenomenal. I would give her a call and get her thoughts - I am sure she could help. Also - I would recommend staying at the Inn at Harbour Town - it is really nice and is the only Forbes Four-star and AAA Four-Diamond hotel on the island. Also - as far as restaurants go - call Carol at The Sage Room - best restaurant on the island (my opinion). They helped with our rehersal dinner and I am sure they could set something up very private for the 2 of you or even maybe work with you to cater a beach dinner. She was also really great to work with.
All that said - if you don't have your heart set on HHI - I would also recommend Amelia Island. The Ritz there is amazing! It has a more private feel then HHI from my experience. I would HIGHLY recommend doing the chef's table tasting at the Salt Restaurant there. It is pricey but well worth it for a special occasion like this. Also - it lasts like 5 hours and you really get your money's worth between the food and wine.
Congratulations and good luck!
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