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. 🏝🥰

Sea Life Beach House

The SeaLaVie Beach House features elegant design and stylish decor, crafting a luxurious yet relaxed coastal ambiance. Offering generous space for diverse groups, its prime beachside location combined with the numerous entertainment choices on Hilton Head Island guarantee a desire for annual visits. Whether it's a multi-generational family vacation, a group retreat, a beach/golf getaway, a ladies' holiday, a romantic escape, or a peaceful work setting by the shore, this location caters to all.

Roxy’s Hideaway | Harbour Town Treehouse | 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.

Luxury Beach House - Group/Family/Dog Friendly

Only five homes (no streets!) separate you from oceans' edge! Coastal elegance inspired this 6 bedroom/4 bath beach home. Gorgeous, 2700+ square foot, open floor plan, flooded with natural light. Recently renovated & perfectly laid out. Private pool and spacious backyard. Walking path is 300 feet to the Atlantic directly from property. Bike/walking paths lead to over 60 shops and restaurants. A beautiful memory-making space. Can you hear that? It’s the ocean calling…..

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 Islander- Luxurious Island Oasis

✨ About this Space ✨ 🛏 2 bedrooms, 2 bathrooms 🍳 Custom kitchen + coffee bar 🌅 Porch overlooking the pool 🛏 Master suite with king bed & private bath 🛏 Bunk room with 2 twin beds 🏊 2 seasonal outdoor pools 🏊‍♂️ 1 heated indoor pool 🧖 Hot stone sauna & gym 🎾 Tennis courts 🏖 Private beach access 🚗 0.5 mile from Hilton Head Airport 🌴 Quiet north end of Hilton Head

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.

2 Bedroom Premier - Ocean Front at Ocean Oak

Escape to the sun-drenched shores of Hilton Head Island and experience the ultimate family-friendly retreat at Ocean Oak by Hilton Grand Vacations. Nestled along the pristine coastline, this resort blends luxurious accommodations with endless entertainment, offering everything you need to create unforgettable memories with your loved ones.