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Welcome to Sailwinds

Located on Hilton Head Island, Sailwinds is a charming and relaxing destination that offers a wonderful experience for those seeking both comfort and scenic beauty. Near the island’s pristine beaches, Sailwinds’ tranquil atmosphere is perfect for vacationers looking to unwind. The accommodations are designed with comfort in mind, featuring cozy beds, spacious layouts, and updated furnishings.

Executive King Room

Executive King Accommodations, 1 Bathroom – sleeps 4. Includes a queen sofa sleeper. Relax and unwind in your spacious room after a sunny day at the beach or pool.

Sofa sleeper
• Digital cable (including HBO/MAX)
• Free Wi-Fi
• Mini refrigerator
• Mini microwave
• Coffeemaker
• Hair dryer
• Iron & Ironing board

Well-Deserved Rest

Stretch out in our Executive King Accommodations and feel the weight of the world melt away. Soft linens and cozy pillows invite you to sink in for a restful night’s sleep, ensuring you wake up refreshed and ready for another day of adventure.

Double Queen Room

Double Queen Accommodations, 1 Bathroom – sleeps 4 Convenient for couples or children. Double Queen adjoins with Executive King rooms making this an ideal layout for families.

• Digital cable (including HBO)
• Free Wi-Fi
• Mini refrigerator
• Mini microwave
• Coffeemaker
• Hair dryer
• Iron & Ironing board

Perfect for a family of 4

After a sunny day at the beach or a fun afternoon by the pool, let the Double Queen Accommodations be your perfect haven, where comfort, space, and relaxation await. The Double Queen adjoins with Executive King rooms making this an ideal layout for families.

Executive King Room

Executive King Accommodations, 1 Bathroom – sleeps 4. Includes a queen sofa sleeper.

Double Queen Room

Double Queen Accommodations, 1 Bathroom – sleeps 4 Convenient for couples or children.

Well-Deserved Rest

Stretch out in our Executive King Accommodations and feel the weight of the world melt away.

Perfect for a family of 4

After a sunny day at the beach or a fun afternoon by the pool.

Poolside Haven

The Pools at Sailwinds

Set in picturesque locations, allowing swimmers to enjoy beautiful surroundings while they swim. Lounging by the pool or taking a dip, the view adds a relaxing touch to the experience.

Great for Families

The pools are family-friendly, with areas designed specifically for children. Whether it’s shallow pools or fun water features, families can enjoy the water together.

Looking to Unwind ...

The swimming pools at Sailwinds provide a perfect setting for relaxation and offer a peaceful escape from the hustle and bustle of daily life.

Pools for All Ages ...

Sailwinds offers multiple types of pools. An outdoor pool perfect for swimming and sunning. A heated indoor pool for laps and an outdoor children's pool.

Poolside Haven

The Pools at Sailwinds

Set in picturesque locations, enjoy beautiful surroundings.

Great for Families

The pools are family-friendly, with areas designed specifically for children.

Looking to Unwind ...

The swimming pools at Sailwinds provide a perfect setting for relaxation.

Pools for All Ages ...

Sailwinds offers multiple types of pools. An outdoor pool perfect for swimming and sunning.

Hotel Amenities

Free Wi-Fi
Outdoor Hot Tub
Outdoor Pool and Children’s Pool
Coin operated washer/dryer (Building 100 – Laundry Room)
Fitness Center
2 blocks from the beach
Situated on The Breeze Trolley route (seasonally operational)

Sailwinds is about offering a peaceful, pet-free, and smoke-free sanctuary where relaxation comes naturally. The commitment to your comfort and well-being is evident in every corner, allowing you to unwind and recharge without distractions.

Staying at Sailwinds, you can enjoy:

Amenities

Explore

Hilton Head Island

Enjoy the warm year-round climate of Hilton Head Island with cool tropical breezes off the ocean and through the palmetto trees. Play golf on one of many championship courses, or take a family or couples cruise around Calibogue Sound and watch for dolphins.

Dining

Visitors return to the island again and again for the fresh seafood and so many other scrumptious dining options. You’ll also find Steakhouses, Italian, French, Thai and “Lowcountry” cuisine just to name a few – and you’ll find award-winning selections of each type.

The Fitness Center

The Sailwinds Fitness Center is open every day from 8 a.m. to 8 p.m.

Come and enjoy working out, stretching or relaxing in the indoor hot tub.

Reviews

Everything that I needed was close by and they had a very detailed guide map. I enjoyed the room. It was clean. The room service was pristine, and the front desk personnel we’re very kind and knowledgeable and had everything available for my needs.

March, 2025

A very nice stay. All the staff were very nice and helpful. Overall the stay was great. Location was good, near the circle that joins 278 and business 278.

April, 2025

We enjoyed the clean room, full equipped, and nearby parking. It had a nice balcony, soft bedding, and daily room service available. The workout center is fully equipped with everything a pricey gym has to offer. The resort has a full size indoor and outdoor pool and a hot tube to relax in. The service desk folks were polite, kind, and helpful.

April, 2025

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Where Memories Are Made

Where Memories Are Made

Welcome to Sailwinds

Poolside Haven

Poolside Haven

Amenities

Explore

Hilton Head Island

Dining

The Fitness Center

Reviews

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