Sea Pines Rentals

Discover the timeless beauty and recreational opportunities of Sea Pines with Island Rentals of Hilton Head. Located on the southern tip of Hilton Head Island, Sea Pines is known for its scenic landscapes, pristine beaches, and abundance of outdoor activities.

Our Sea Pines vacation rentals offer a range of accommodations to suit every traveler’s needs, from charming cottages nestled among towering pines to luxurious oceanfront estates. Each rental is equipped with modern amenities and is just moments away from Sea Pines’ iconic attractions.

Explore over 15 miles of leisure trails on foot or bike, play a round of golf at one of three world-class courses, or relax on the sandy shores of Sea Pines Beach. Visit Harbour Town to see the iconic Harbour Town Lighthouse and enjoy waterfront dining and boutique shopping.

Whether you’re planning a family vacation, a romantic getaway, or a golf retreat, Sea Pines offers something for everyone. Experience the natural beauty and leisurely pace of Sea Pines with Island Rentals of Hilton Head. Book your vacation rental today and start creating unforgettable memories on Hilton Head Island!

45 properties available

Come stay in this charming Racquet Club Villa in the center of everything in Sea Pines. - 1 Bed \ 1 Bath - 1 King Bed, 1 Queen Sleeper Sofa - Washer & Dryer - Balcony with golf views - Secure WiFi - 4 Beach Chairs - 2 Free Adult Bicycles This 3rd floor walk up Racquet Club Villa is the perfect place to stay for your Hilton Head getaway! Featuring

2359 Racquet Club Villas

This Home Features: - 3 Bedrooms, 2 Bathrooms - Sleeps 8-10: 1 King, 1 Queen, Full over Full Bunk, Twin Trundle, Full Daybed. - Stylish updated furnishings throughout. - Well equipped kitchen - Laundry room - Amazing, private patio with eating area, Gas grill. - Free Wi-Fi - 4 Free Adult Bicycles from South Beach Cycles at the home. - 4 Beach Chai

Indulge in the newly enhanced charm of this outstanding golf villa, boasting 3 bedrooms and 3.5 baths, with a splendid view overlooking the lagoon of the 9th hole of the Atlantic Dunes by Davis Love III Golf Course. Revel in the recent upgrades, including new appliances, flooring, ceilings, paint, lighting, and furnishings that elevate this unit\'s

423 Plantation Club Villas

This newly renovated and tastefully furnished 3-bedroom home offers stunning golf course views and a central location within Sea Pines. Nestled on the tranquil Tupelo Street, this residence provides a quiet retreat with minimal traffic, yet it\'s just a short bike ride away from the nearest beach access. Immerse yourself in sophistication and comfo

HOT 37

This stunning golf course home features: - Private Screened Pool! - Washer/Dryer - 3 Bedrooms, 3.5 Baths - 2 King, 2 Twins, Sleeper Sofa - Sleeps up to 8 - 4 Free Adult Bicycles - 4 Free Beach Chairs - Cable and WiFi Experience the epitome of coastal living in this remarkable Sea Pines home, offering a picturesque view of the par three 7th hole a

Nestled in the beautiful Club Course section of Sea Pines on the Sea Pines Country Club Golf Course, this exquisite home offers a treasure trove of amenities for your Hilton Head Island getaway. With a prime location, a private pool, and a range of features, your family vacation promises to be an unforgettable experience. Amenities at a Glance: -

A beautifully remodeled home in the private community of Greenwood Forest with large screened patio Basic Features: - 3 bed / 2 bath - 1 King, 1 Queen, 1 Full/Twin Bunk Bed - Newly added screened in porch, for a beautiful additional outdoor living area. - WiFi - 1 Car pass into Sea Pines - 4 Free Adult Bicycles - 4 Beach Chairs - Gas Grill If yo

Welcome to this newly renovated coastal villa in the South Beach area of Sea Pines. This charming 2-bedroom, 2.5-bathroom retreat is perfect for a family vacation, offering breathtaking water views from nearly every angle. Property Highlights: - 2 Bedrooms, 2.5 Bathrooms - Sleeping Arrangements: 1 King, 1 Queen, 2 Bunk Beds (Sleeps up to 6) - Fre

Property Highlights: - 3 Bedrooms, 2 Baths, Sleeps up to 8 - 2 King Beds, 2 Bunk Beds - Private Pool - 4 Beach Chairs - 1 Sea Pines Car Pass - Free Wifi This home offers a spacious, all-one-floor living layout with large flat-screen TVs in most bedrooms as well as the outside screened porch. The fully equipped kitchen boasts stainless steel appli

This Home Features: - A New Private Pool, that may be heated for an additional charge. - 3 Bedrooms, 3.5 Bathrooms - Sleeps 8: 1 King, 2 Queen, 2 Twins - Beautifully updated coastal decor. - Well equipped kitchen - Laundry room - Beautiful outdoor living space with fire pit and Adirondack Chairs. - Free Wi-Fi - 4 Free Adult Bicycles from South Bea

Indulge in the pinnacle of relaxation and luxury at this remarkable 4-bedroom retreat, nestled in the heart of the Sea Pines Resort on Woodbine Place. From its central location, you\'re just a short bike ride away from the Sea Pines Beach Club and the Plantation Club golf clubhouse. A Home Designed for Bliss: The expansive open floor plan living

Location, Location! This dog friendly home is only a seven minute walk to the beach and designed from the ground up to give the vacationer’s ways to make memories. Centrally located and on a quiet cul de sac, it is an easy bike ride to South Beach, the Harbor and golfing events. The memories start in this in the open living space which provides a r

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