Sea Pines Vacation Rentals

Located on the southern end of Hilton Head, Sea Pines is a classic resort community known for its natural beauty, quiet beaches, and family-friendly atmosphere. Guests enjoy easy access to golf, tennis, bike trails, Harbour Town, and plenty of space to relax or explore. host2coast offers a variety of Sea Pines vacation rentals, perfect for couples, families, or group getaways.


🏖️What You'll Love About Sea Pines: 

  • Easy access to Harbour Town, South Beach Marina, and the Sea Pines Beach Club 
  • Miles of bike-friendly trails through shady oak canopies 
  • Championship golf and tennis facilities 
  • Quiet neighborhoods with natural surroundings 
  • Family-friendly dining, shopping, and local events 

Stay in the heart of Hilton Head’s most iconic resort and enjoy the charm, beauty, and convenience of Sea Pines. Browse vacation rentals today and start planning your Lowcountry escape.

Sea Pines Vacation Rentals in Hilton Head Island

SEA PINES: Visitor Information 

TRANSPORTATION: Sea Pines Trolley


Properties Available 80 properties available
Welcome to "After Dune Delight". This 5-bedroom and 5-bath is a short 5 minute walk to the beach and it has been meticulously designed and furnished with no detail left undone, and it shows. Step through the front doors of the raised first level of the home and be greeted by the open-concept living, dining, and kitchen areas. Floor-to-ceiling win
Hot HOT 15
14 Bald Eagle West
House Pet Friendly
Bedrooms 5 bedrooms
Bathrooms 5 baths
Guests 14 guests
Rating 5 (7)
Welcome to 1764 Bluff Villas, a beautifully renovated coastal retreat nestled in the heart of the renowned Sea Pines Resort on Hilton Head Island. This tastefully designed villa combines relaxed seaside charm with elevated modern finishes, offering a turnkey living experience just steps from the beach, marina, shops, and dining!Step inside and feel
Hot HOT 74
1764 Bluff Villas
Villa
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (2)
Tucked beneath a canopy of moss-draped oaks in the heart of iconic Sea Pines, 57 Lawton Road immediately captures your imagination as the kind of Lowcountry retreat guests dream about long after they leave. From the moment you arrive, the setting feels serene and private, with lush greenery surrounding an inviting backyard oasis that features a bea
Hot HOT 20
57 Lawton Road
House Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 3 baths
Half Bathrooms 1 half baths
Guests 12 guests
NEW to host2coast! Fully Refreshed Home Coming SoonWelcome to 26 Spinnaker Court, now proudly joining the Host2Coast collection! This Hilton Head getaway is currently undergoing an exciting refresh designed to elevate comfort, style, and the overall guest experience. Updates include fresh paint throughout, all new beds and bedding, updated furnitur
Hot HOT 82
26 Spinnaker Court
House
Bedrooms 3 bedrooms
Bathrooms 4 baths
Guests 8 guests
Welcome to 89 Baynard Cove, a stunning three-bedroom, three-bath vacation home tucked away in the prestigious Sea Pines Resort on Hilton Head Island and just steps away from the iconic Harbour Town Golf Links. Surrounded by towering live oaks and Spanish moss, this charming ranch-style retreat blends relaxed Lowcountry character with modern comfort
Hot HOT 90
89 Baynard Cove
House
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 11 guests
Rating 5 (74)
Welcome to 1762 Bluff Villas, your private escape nestled within the enchanting Sea Pines Resort on Hilton Head Island. Perched high above the tranquil waters of Braddock Cove, this villa captures the essence of Lowcountry beauty with sweeping views that glimmer in the coastal light and gentle breezes carrying the scent of the sea. From your balcon
Hot HOT 17
1762 Bluff Villas
Villa
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.8 (63)
Check out this amazing review before reading the description and you'll see why everyone wants to book 1618 Port Villa!"This is a phenomenal vacation home. The rental description is accurate. It’s nicely arranged with high quality furniture, refreshing ocean-themed artwork and overall, a warm and welcoming tone. We appreciated the attention to deta
Hot HOT 75
1618 Port Villas
Villa
Bedrooms 4 bedrooms
Bathrooms 3 baths
Half Bathrooms 1 half baths
Guests 8 guests
Rating 4.8 (37)
Step into the serenity of "A Slice of Heaven" in Sea Pines, a perfect fusion of relaxation and adventure! Welcome to 18 Stoney Creek, a striking 4-bedroom, 4-bath retreat in Sea Pines, where refined comfort meets island ease. Just a half mile from Harbour Town, The Shops at Sea Pines, and the Smith Stearns Tennis Academy, this home enjoys an enviab
Hot HOT 19
18 Stoney Creek
House
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 10 guests
Rating 5 (57)
Plan a great island getaway for 2 in this lovely vacation home away from home just steps from the beach and a short walk to South Beach Marina for all of your shopping, dining, and outdoor activities!We know you are going to love the ease of access with this first-floor walk-up. Enjoy the private patio for a relaxing meal, keeping your bikes and be
Hot HOT 29
1749 Bluff Villas
Villa
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 2 guests
Rating 5 (40)
Step into pure Lowcountry luxury at 4 Jessamine Place - where resort-style living and coastal charm unite. This extraordinary retreat immediately captivates with its grand architecture, expansive windows glowing at sunset, and a secluded backyard designed for unforgettable moments. With its lush palms, sparkling waters, and sleek, modern finishes,
Hot HOT 10
4 Jessamine Place
House
Bedrooms 4 bedrooms
Bathrooms 4 baths
Half Bathrooms 1 half baths
Guests 9 guests
Nestled among moss-draped oaks and the serene greens of Sea Pines, 77 Governors Road invites you into a world where coastal charm and southern grace meet. This beautifully positioned four-bedroom, three-bath retreat captures the very essence of Hilton Head Island living - a peaceful sanctuary for families and friends who crave both comfort and conn
Hot HOT 21
77 Governors Road
House
Bedrooms 4 bedrooms
Bathrooms 3 baths
Half Bathrooms 1 half baths
Guests 8 guests
Rating 4.7 (4)
Welcome to 12 Columbine Lane, a charming 3-bedroom, 2-bathroom single-family home located in the world-famous Sea Pines Resort on Hilton Head Island. This home offers the perfect retreat for creating unforgettable Lowcountry memories.Nestled in the Greenwood Forest community, this home is surrounded by the beauty of Hilton Head’s lush landscapes an
Hot HOT 64
12 Columbine Lane
House
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.9 (95)

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At host2coast, we manage a wide selection of quality Hilton Head Condo Rentals and Hilton Head Island House Rentals across the island’s most popular resort communities, including Sea Pines, South Forest Beach, Palmetto Dunes, and beyond.

Vacation Perks

From private pools and fully equipped kitchens to our collection of Hilton Head oceanfront rentals, host2coast offers vacation homes and villas that fit every style and budget. Each of our Hilton Head rentals is designed with comfort and convenience in mind, so you can focus on making memories that last.

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About this page: Content created and regularly reviewed to reflect host2coast’s local expertise and commitment to guest satisfaction.

Do I need a gate pass to enter Sea Pines?

Yes. Sea Pines is a gated community and requires either a gate pass (for vehicles) or appropriate entry authorization. Your host2coast pre-arrival email will explain how your pass is handled. For community access info and fees, see the Sea Pines CSA website.

Source: Sea Pines CSA

How close are Sea Pines rentals to Harbour Town and the Beach Club?

Most Sea Pines homes and villas are a short bike ride or drive to Harbour Town and the Sea Pines Beach Club. Exact distance varies by neighborhood; use the map on each listing to check walk/bike times. Seasonal trolley service may also operate within Sea Pines.

Is there a trolley or shuttle inside Sea Pines?

Sea Pines typically offers a seasonal trolley with stops at popular points like Harbour Town, South Beach Marina, and the Beach Club. Schedules and routes can change by season.

What are typical HOA/community rules in Sea Pines (parking, beach access, bikes)?

Sea Pines observes community rules for parking, beach access, quiet hours, and bike path use. Most rules are guest-friendly but enforced for safety and conservation. Always review your rental’s house rules and posted signage within the community.

Community reference: Sea Pines CSA

When is sea turtle nesting season on Hilton Head, and are there beach rules I should know?

Turtle nesting season generally runs May–October. Please fill in any beach holes, remove items from the beach at night, and keep lights off the beach after dark to avoid disorienting hatchlings. Local beach ordinances apply to all visitors.

Beach regulations: Town of Hilton Head Island

What amenities are common in host2coast’s Sea Pines rentals?

Most homes and villas include full kitchens, Wi-Fi, streaming-ready TVs, outdoor living spaces, and parking. Many offer extras like private pools, golf/lagoon views, or bike friendly locations. Use filters on the Sea Pines page to sort by bedroom count, pool, and view.

What’s the best time of year to visit Sea Pines?

Spring and fall bring mild weather, lighter crowds, and excellent biking. Summer is peak season with full amenities and family activities. Winter offers lower rates and a quieter island experience, great for golf getaways and long weekends.

Content created and regularly reviewed to reflect host2coast’s local expertise and commitment to guest satisfaction.