Cottage holiday rentals in Hilton Head Island

A "WOW" factor-Palmetto Dunes Retreat in Turnberry

Come to enjoy a relaxing time in Palmetto Dunes Resort at Turnberry Village- located in the heart of Hilton Head overlooking the 9th & 10th hole of the Robert Trent golf course. This villa has it all- newly updated villa, deck with golf course view, secluded location, and fully equipped with modern decor, appliances, and linens to make your stay a memorable and enjoyable vacation. There are 3 miles of sun-kissed beaches, world-class golf, restaurants, shopping and 11 miles of lagoons to enjoy.

Old Town Bluffton! Walk to restaurants, Location!

Experience the ultimate retreat in the heart of Old Town Bluffton with our breathtaking carriage home. Wake up to the soothing sights and sounds of the nearby May River, enveloped in the refreshing scent of fresh water. This exquisitely designed one-bedroom sanctuary features a luxurious king-size bed, a full bath, a convenient washer/dryer, and a fully equipped kitchen. Conveniently nestled in the heart of Old Town Bluffton, our carriage home offers unrivaled proximity to an array of attractio

Gypsy Sea Cottage - A Beachside Retreat

Welcome to The Gypsy Sea Cottage—a beautifully renovated standalone villa nestled in the prestigious Palmetto Dunes Resort, within the serene Queens Grant community. Just a short stroll to pristine beaches, championship golf courses, and world-class dining, this retreat offers perfect balance of relaxation and adventure. Inside, you'll find high-end furnishings, luxury linens, smart home features, and a fully stocked kitchen—every detail thoughtfully designed for a seamless, memorable stay.

Old town Bluffton Charm, BEST LOCATION Calhoun St.

This charming cottage is in the heart of it all. Close to family-friendly activities and nightlife, located on the main street of Bluffton SC. Park and walk to restaurants, shops, bars and galleries. Located in the heart of Bluffton, 2 blocks to the town dock and the famous Church of the Cross. You’ll love my place because of the light, the comfy beds and coziness. We are pet-friendly, accommodate all types of guests and always professionally cleaned. Telsa charging station available

Honeymooners Anniversary Small families Retreat

This is a honeymooners delight! Small families are welcome too. *During the winter months-the Heated Spa is available, but not the pool.* HEATED POOL/SPA OPTION IS $40.00 per DAY EXTRA. Charged at end of stay. YOU WILL BE CHARGED FOR THE ENTIRE STAY, UNLESS YOU LET ME KNOW THAT YOU DO NOT WANT THE HEAT FOR THE POOL/SPA FOR THE DAY. YOU MUST LET ME KNOW IN ADVANCE AND AT LEAST BY 7 AM OF THE DAY, THAT YOU DO NOT WANT THE HEAT TURNED ON. Per city code maximum number occupancy is 4 adults.

Bluffton Retreat, Pets Welcome.

Located in a quiet neighborhood, minutes walk from Old Town Bluffton. You can find unique shops, art galleries, and several great restaurants. In short 10 minute drive you will be in Hilton Head Island, where there is so much to do and explore! Savannah, GA is about 30 minutes away. Our home offers keyless entry, a great outdoor kitchen, and a king size bed . All this and more, come spend a special time with your loved ones and pets here in Bluffton!

Retro, Coastal, Artsy, Romantic

This is the Historic Tybee Cottage you have been waiting for! Skillfully renovated with artistic flair, this home features concrete countertops, an open floor plan, original heart pine floors, front screen porch, fenced yard, and many original details. You can walk to the Farmers' Market (Monday) and make yourself a gourmet meal in the large fully equipped kitchen. SORRY, THIS COTTAGE IS NOT APPROPRIATE FOR CHILDREN

Renovated Army Warehouse with view of lighthouse

This is a newly renovated army warehouse in historic Fort Screven. It has a clear view of the lighthouse, and is a less than five minute walk to the beach. The house has many modern amenities like a big screen HDTV, washer, dryer, central heat and air, and free Wi-Fi. Breezy front porch and private back deck for relaxing and grilling.

Old Town Bluffton Carriage House

STR23-00032 Bluffton Permit Quaint Carriage house in Old Town Bluffton. In the heart of the low country, surrounded by large oaks & beautiful moss. Next to Bluffton Farmers Market and a few blocks to May river with amazing sunsets. Walk/ride bikes everywhere Beach is 11 miles away Savannah & Beaufort 20miles