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!

44 properties available

Experience the charm of this recently renovated 3-bedroom, 2-bath Racquet Club Villa in the heart of Harbour Town. Newly updated with hardwood floors, plush carpets, and fresh living room furnishings, this one-story villa offers easy access for everyone. The spacious living area boasts a large flat-screen TV and a Blu-Ray player. Adjacent is a wel

2311 Racquet Club Villas

Experience Coastal Elegance and Golf Course Views in Heritage Villa Included Features: - 2 Bedrooms, 2 Bathrooms - 1 King, 2 Full Beds, Sleeper Sofa (Sleeps 8) - Free Secured Wifi - 4 Free Backpack Beach Chairs - 4 Adult Bicycles from South Beach Cycles - 1 complimentary Sea Pines car pass (Additional pass available for purchase, 2 car maximum) -

2 Heritage Road | Short Bike Ride to Harbour Town Golf Links - 4 Bedrooms | 4 Bathrooms - Sleeps 8 - 1 King, 2 Queens, 2 Twins - 5 TVs | Alexa | Wi-Fi | Gas Grill | Keurig - Short Bike Ride to the Harbour Town Golf Course & Marina - 4 Adult Bicycles from South Beach Bike Rentals included with your stay. - Private Pool with Wooded Views - Access to

HOT 30

This property features: - 4 Bedrooms, 3.5 Baths - 2 King Beds, 4 Twin Beds - 4 Backpack Beach Chairs - 4 Adult Beach Cruiser Bikes from South Beach Bike Rentals - Community Pool - Free Beach Shuttle (Seasonal) - 1 Car Pass for the Sea Pines Resort included with your stay. Additional passes may be purchased. - Dogs Welcome Welcome to an inviting v

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

Discover modern luxury in the heart of Sea Pines at 28 Plantation Drive, a truly unique and spacious home offering the ultimate in privacy while being close to all amenities. Main Features: - 5 Bedroom Main House, 2 Bedroom attached guest house. - 3.5 Bathroom Main House, 1 Full Bathroom in attached guest house. - Sleeps 14 - 4 Kings, 3 Queen, 3

HOT 41

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

Explore the charm of Hilton Head Island in this expansive 1-bedroom haven at Lighthouse Tennis Villa, where spaciousness harmonizes with luxury. This villa welcomes you with soaring vaulted ceilings and tasteful décor in the living area, featuring a plush sofa, including a queen sleeper for additional guests, as well as two benches for additional s

2382 Lighthouse Tennis

Nestled in the heart of the Sea Pines Resort, Plantation Club offers a prime location midway between Harbour Town and the Sea Pines Beach Club—two of the area\'s major attractions. This 2-bedroom, 2-bath villa features 1 King bed and 2 full-size beds, providing comfortable accommodations for your stay. Key highlights of this villa include: - Beau

Features: - Full kitchen and living area remodel for 2024! - 2 Beds\2 Baths - 1 King Bed, 2 Twin Beds, Queen Sleeper Sofa - Washer & Dryer - Balcony with golf views - WiFi - 4 Beach Chairs - 4 Free Adult Bicycles This updated Plantation Club Beach Villa is in the perfect location in Sea Pines. All on one floor! The living room and dining area are

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

Heated community pool! 5 Minute Walk to the Beach. Basic Features: - Under 5 minute walk to Beach Club - Community pool shared with only 8 other units. Heated March to November. - 3 bed/2 bath - 2 queen beds, 2 twins in 3rd bedroom - Washer & dryer - TV in all bedrooms - Gas Grill on Patio - Wifi Internet - 4 Beach Chairs - 4 Free Adult Bicycles

8 Lighthouse Road Villas

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