Main Street Inn & Spa is easily one of the most romantic and beautiful B&Bs in Hilton Head. Located at the edge of the lush Hilton Head Plantation, the stately Spanish-Colonial-style building is surrounded by immaculately manicured grounds dotted with tiered fountains. The luxurious 33 large rooms feature elegant colonial decor with homey, vintage touches, and beautiful bathrooms that open to private courtyards or balconies (the tiny tube TVs are disappointing, though). There are some great freebies such as Wi-Fi, parking, evening wine, and breakfast. It's ideal for those seeking a bit of reprieve, and exudes relaxation -- especially with pampering spa treatments, and the serene pool area, which is a peaceful sanctuary surrounded by towering trees and trickling fountains. The pool is narrow, though, and at least four feet deep all around, so it's not ideal for little ones. But overall, this isn't really the place for families anyway.