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

Key Features: - 3 Bedrooms, 3.5 Bathrooms, plus loft - Sleeping Arrangements: 2 Kings, 1 Queen - Gas Grill for outdoor cooking - Screened porch for relaxation - Huge back deck with lagoon view - Free WiFi - 1 Car pass into Sea Pines for the length of your stay (Additional car passes may be purchased, 3 car maximum) - 4 Free Adult Bicycles provided

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

HOT 30

In the heart of all the action in Sea Pines. 6 Pine Court., Greenwood Forest, Sea Pines Home Features: - 2 Living Areas. A large main living room, and a separate sunroom with beautiful furnishings. - Central Location: Ride your bike to Harbour Town, or the Beach Club - Community pool, tennis court, playground just steps away. - 3 Beds, 3 Baths -

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) -

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

Ideal for two families or a girls\' getaway, this charming retreat welcomes you with plenty of comfortable seating, a well-stocked kitchen and wet bar, and a dining area for eight. Key Features: - 4 Bedrooms, 3 Bathrooms - Sleeps 8 (2 Kings, 4 Twins) - 4 TVs | DVD | Stereo | Free WiFi - Washer | Dryer | Iron & Ironing Board - Stunning Views of Br

HOT 32

This home features: - 4 Bedrooms, 4 Baths - 1 King Bed, 2 Queen Beds, 1 Twin over Full Bunk, 1 Twin, Queen Sleeper Sofa - Sleeps 12 - Private pool and standalone hot tub. - 4 Free Adult Bicycles from South Beach Bike Rentals - 4 Aluminum Backpack Beach Chairs - Gas Grill - Pool and spa heating are additional charge of $50 per day plus $50 setup

HOT 31

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

Nestled conveniently between South Beach and the Sea Pines Beach Club, this welcoming 5th Row Ocean home in Sea Pines offers an ideal location for your Hilton Head getaway. As you enter, all the living space is conveniently situated on a single floor, making it a perfect choice for a relaxing vacation. Step through the foyer into an open floor pla

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

Coastal charm and elegance! Included with this property are: - 2 Bedrooms, 2 Bathrooms - 1 King, 2 Twin XL, Queen Sleeper Sofa, Sleeps 6 - Free Secured Wifi - 4 Free Backpack Beach Chairs - 4 Free Adult Bicycles from South Beach Cycles - 1 Car Pass to enter Sea Pines (additional passes available for a fee) - Access to Inland Harbour\'s community

HOT 32

Located in the Club Course section of Sea Pines, this home offers easy access to all of the amenities of Sea Pines, while still being close to the shops, dining, and activities located outside the Sea Pines gate, such as Coligny Plaza. This home features a large open concept living area, with vaulted ceilings and a beautiful decorative fireplace.

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