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

Included Amenities: - 4 Backpack Beach Chairs - 2 Adult Bicycles from South Beach Cycles - 1 Complimentary Sea Pines Car Pass (Additional pass available for purchase, maximum 2 vehicles) Explore Hilton Head from the heart of Sea Pines in this relaxing 1 Bedroom villa. High ceilings and wall to wall windows draw in abundant natural light, covering

2381 Lighthouse Tennis

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 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

53 Woodbine Villas Prime Sea Pines Location, A Coastal Paradise! - Near Beach, Bike to Beach in less than 10 minutes, drive in 1 minute to the new Beach Club. - 3 Bedrooms, 3 Baths - Sleeps 8 - Bed Sizes: King, Queen, 2 Twins, Sleeper Sofa - Full Kitchen - 4 Free Adult Bikes - 4 Backpack Beach Chairs to take to the beach. - Hi-Speed Cable Internet

Included Amenities: - 4 Backpack Beach Chairs - 2 Adult Bicycles from South Beach Cycles - 1 Complimentary Sea Pines Car Pass (Additional pass available for purchase, maximum 2 vehicles) Indulge in the allure of Hilton Head Island in the largest 1-bedroom Lighthouse Tennis Villa, where spaciousness meets luxury. This villa boasts vaulted ceilings

2375 Lighthouse Tennis 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 33

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

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

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

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

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

Come stay in luxury in this newly renovated Plantation Club Villa. New floors, kitchen, bathrooms, and updated living room furniture make this unit stand out. Featuring: - 2 Beds\2 Baths - 1 King Bed, 1 Queen Bed, 1 Twin Bed - Washer & Dryer - Balcony with stunning golf views - WiFi & Streaming TV - 4 Beach Chairs - 2 Free Adult Bicycles - Commun

519 Plantation Club Villas

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