Holiday rentals with breakfast in Hilton Head Island

100 5-star reviews don’t lie. ;)+Dog-friendly!

Welcome to the Palms at Mallard, your charming beach home away from home! Relax with the fam (+ approved fur babies) at this peaceful, well-stocked 8th row home. Only a 5-min. walk to the beach and ~1mi. away from Coligny Plaza’s shops, eats, and live music. You’ll love the location—close to it all, but nestled in a beautiful, fam-friendly neighborhood on a quiet culdesac. HHI has been named as The Best Island in the US 7x in a row—come see why so many return to the 🌴🌴 at 🦆 year after year. 🏝🥰

Ocean Oak Resort by Hilton Grand Vacations 2BR 2BA

Ocean Oak Resort by Hilton Grand Vacations Club is a new oceanfront property offering the best of low country luxury located within minutes of the exceptional golf and tennis, nature excursions, boating and beach activities, and wealth of restaurants this barrier island is known for. Built to harmonize with the special beauty of Hilton Head Island, Ocean Oak Resort's two island-style, midrise buildings are complemented by an outstanding collection of resort amenities fit for the entire family.

Sea Crest Surf and Racquet Club 1BR

Sea Crest Surf and Racquet Club offers gracious southern living amid the subtropical beauty of Hilton Head Island. The resort features four private tennis courts, two outdoor pools (one heated), and jacuzzi. Resort is not on the beach, however guests have access to a third pool with deck and Tiki Hut overlooking the beach. A courtyard area includes shuffleboard, gas barbeque grills, picnic tables, and a playground. In the activity center, guests can play pool, sign out books and games.

Roxy’s Hideaway | Luxe Harbour Town Oasis | Pool

Roxy’s Hideaway — #1 Sea Pines Treehouse, steps from Harbour Town & RBC Heritage! Enjoy exclusive comfort in nature, close to shopping, dining and more. Pet-friendly and ideal for high-end travelers, including pro athletes. Experience unmatched service and bespoke amenities—no fluff, no gimmicks. Our real guests write the story; we just provide the setting. Relax in our hammock throne, surrounded by nature and serene unaugmented ocean views, with pool access at the Harbour Town Pool!

Coastal Breeze Haven @ Hilton Head Resort, 2325

Villa 2325 is located on the 3rd level of highly desirable building 2, and is our little slice of heaven in the gated community of Hilton Head Resort. Before entering our Villa you will walk along the beautiful inner garden of our building. Inside you will find a fully appointed kitchen, dining and living space off of which is the private screened balcony with a view of the lagoon. Both bedrooms and bathrooms are ready for you and your family with fresh bed linens and towels.

Old Town Bluffton Home bring your boat motorcycles

This is a 150 years old, secluded home with private driveway in the heart of Historic Downtown Bluffton SC. Surrounded by pine trees. 2 porches and a large corridor around the house with access from the bedrooms. Only within walking distance to restaurants, bars, historic places, art galleries, farmers market and all entertainment of Bluffton. Just a mile and a half away from landing beach Alljoy and 8 miles away Foley Field beach of Hilton Head Island NO PETS

Walk to Ocean | Pool | Large Bedrooms | Sea’Esta

Please see our almost 1000 5-star reviews at our other properties. This spacious completely remodeled, top floor villa is within a 5-10 minute walk to the beach and everything else, including a seasonal pool, several restaurants, general store, wine bar, tennis, golf, kayaks/canoes, bikes, fishing and so much more. Each master/en-suite has two Queen beds and every amenity you could imagine. Bathrooms are spacious with closed off toilet/showers.

Private Pool/Spa | Golf | Exq. Coffee | Seascape

Gourmet Coffee Lovers Paradise. And, over 1000 *5* star reviews! You found the perfect vacation home where you can enjoy a private pool with a spacious layout. Comfortably sleep 8 in 4 private bedrooms. The kitchen is fully equipped with everything needed to prepare a gourmet meal. You can enjoy dining in the large formal dining room, the sunroom adjacent to the kitchen, or outside. *The pool and spa can be heated for an additional fee.

Sunset Serenity - Luxury on The Lagoon!

LUXURIOUS, SPACIOUS, ONE-OF-A-KIND RESORT HOME! CLOSE TO THE BEACH! CORNER VILLA! POOL ACCESS! LARGEST LAGOON VIEW IN THE RESORT! PRIVATE DECK! ENJOY MILLION DOLLAR SUNSETS! WATCH THE WILDLIFE PLAY! FIVE FOOT CUSTOM COFFEE BAR! KING BED IN MASTER! QUEEN & TWIN IN GUEST BEDROOM! XBOX! NETFLIX! THIS IS LUXURY LIVING WITH RESORT AMENITIES CLOSE BY! SAVE THOUSANDS OF DOLLARS COMPARED TO OTHER RESORT LUXURY HOTEL PROPERTIES!

The Beachwalker *Relax & Renew*

Welcome to The Beachwalker at The Spa on Port Royal Sound, your peaceful escape on Hilton Head’s quiet north end. This spacious 2-bedroom, 2-bath villa offers an inviting open-concept design just steps from the sand. Wake up to breathtaking sunrises, stroll along the natural shoreline, and enjoy the abundant wildlife that makes this area so unique. The perfect blend of coastal beauty and comfort awaits you here.

Heart of Old Town 1bd/1ba - Walk to everything!

LOCATION, LOCATION!! Bright and beautiful end unit in the heart of the Promenade. Beautifully decorated in a coastal style - King bedroom and custom tile walk in shower. Walk to everything including the May River. Outdoor covered porch for taking in the sights and sounds of the promenade and listen to live music right from your own deck. No parties. No pets.

Hilton Head Sea Pines/ South Beach Sleeps 12

SEA PINES/SOUTH BEACH Home: One of the best locations in Sea Pines: only a 3 minute walk to the beach; very close to the Salty Dog and the South Beach Pickleball courts- only 3/10 of a mile. Harbour Town is a bike ride away. South Sea Pines is one of the most beautiful areas of Hilton Head! PET Friendly (fee applies)