Your Guide to Hilton Head Island

Hilton Head Island has a way of becoming someone's favorite place long before they expect it. Maybe it's the miles of wide, sandy beaches. Maybe it's the mornings spent biking beneath canopies of live oaks, or dinners that stretch well past sunset overlooking the water. For some, it's the championship golf courses or world-class tennis. For others, it's simply slowing down.

No two vacations here look exactly alike, and that's part of the island's charm.

No two vacations here look exactly alike, and that's part of the island's charm. One family spends the week building sandcastles and chasing dolphins from the shoreline. Another fills each day with tee times, bike rides, fresh seafood, and evenings listening to live music at the marina. Some visitors arrive for a long weekend. Others return every summer, staying in the very same neighborhood year after year.


Where you stay shapes that experience.


At MyStay, we represent a thoughtfully curated collection of vacation homes throughout Hilton Head Island, from luxury private homes with pools to resort villas just steps from the beach. Each neighborhood offers something different, and choosing the right one can make all the difference. This guide will help you discover the island, explore its communities, and uncover some of the local experiences that turn a great vacation into one you'll want to repeat.

Where to Stay on Hilton Head Island


One of the first decisions you'll make when planning your vacation is where to stay. Hilton Head isn't a single destination—it's a collection of unique communities, each with its own personality, pace, and attractions.



Whether you're looking for walkable beaches, championship golf, quiet streets lined with towering pines, or a private backyard pool, there's a neighborhood that's the right fit.

North Forest Beach

For guests who want to spend less time driving and more time exploring on foot, North Forest Beach is hard to beat.


Located just beyond Coligny Plaza, this area combines beautiful stretches of beach with easy access to shopping, restaurants, coffee shops, ice cream, and nightlife. Many guests park the car after arriving and rarely need it again.

South Forest Beach

South Forest Beach offers much of the same convenience but with a noticeably quieter atmosphere.


Tree-lined bike paths connect neighborhoods to the beach, while vacation villas and homes create a relaxed residential feel that's ideal for families. You're still close enough to enjoy Coligny whenever you'd like, yet the pace slows down just enough to make mornings feel peaceful.



It's the kind of place where grabbing coffee before a beach walk quickly becomes part of your vacation routine..

Sea Pines

Sea Pines is often considered the heart of Hilton Head.


Home to the iconic Harbour Town Lighthouse, South Beach Marina, Lawton Stables, miles of leisure trails, pristine beaches, and three renowned golf courses—including Harbour Town Golf Links—this gated community offers something for every generation.


You can spend the morning biking beneath moss-draped oaks, enjoy lunch overlooking the marina, watch dolphins swim past Harbour Town in the afternoon, and finish the evening listening to live music beneath the lighthouse.



It's no surprise that many visitors return to Sea Pines year after year.

Palmetto Dunes

Palmetto Dunes combines resort-style amenities with one of the widest stretches of beach on Hilton Head Island.


Guests can kayak or paddleboard through the 11-mile lagoon system, play championship golf, enjoy world-renowned tennis and pickleball facilities, or walk across to Shelter Cove Harbour & Marina for waterfront dining, shopping, and seasonal entertainment.



The community strikes a balance between activity and relaxation, making it one of the island's most popular destinations for families and multi-generational vacations.

Shipyard

If your ideal vacation leans more toward quiet mornings than busy afternoons, Shipyard deserves a closer look.


This gated community feels tucked away, yet it sits just minutes from many of the island's most popular attractions. Wide bike paths wind through mature oaks and lagoons, golfers enjoy 27 scenic holes, and the private beach access often feels less crowded than other parts of the island.


Shipyard is a favorite among families, golfers, and guests looking for a peaceful home base while remaining close to everything Hilton Head has to offer.

What People Say About Us

- Kenya stayed at Caravel Court in Sea Pines

“I took my husband here for his birthday. The place was beautiful, just like the pictures. The view was amazing plus being close to restaurants and stores was a plus. If you are deciding between picking this place and another one, I would definitely pick this one. I give this place 10 stars rating it a 10 out 10!!!”

Contact us any time

Contact us any time