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 78 properties available
The Lowcountry style and Braddock Cove views from 1753 Bluff Villa make this recently renovated first-floor villa a popular destination for travelers looking for a great vacation home away from home! Here's what our guests are saying: "We thoroughly enjoyed our stay and plan on returning!" "The property was clean, tastefully decorated, and in a pe
Hot HOT 48
1753 Bluff Villas
Villa
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 (57)
Enjoy your beach getaway in this beautifully renovated villa that comfortably accommodates 6. This is your perfect vacation home away from home - just steps away from all the entertainment that South Beach Marina has to offer and a short walk to the beach.1652 Bluff Villas is a first-floor end unit villa with a lovely open floorplan that includes
Hot HOT 33
1652 Bluff Villas
Villa
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 (26)
So, you’ve been dreaming of that perfect vacation spot, right? Well, welcome to 13 St. Andrews Place in Sea Pines - your soon-to-be favorite place to kick back and relax! This place isn’t just any rental; it’s a 4-bedroom, 4-bath haven where up to 10 lucky souls can stretch out and enjoy some serious R and R. It’s like the universe decided you dese
Hot HOT 50
13 St. Andrews Place
House
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 10 guests
Rating 4.9 (26)
Welcome to 479 Plantation Club, a stunning fourth-floor villa tucked into the heart of the world-renowned Sea Pines Resort on Hilton Head Island. From the moment you arrive, you will be captivated by sweeping views of the Atlantic Dunes Golf Course, towering palmettos, ancient live oaks, and the calming shimmer of water just beyond. This property i
Hot HOT 24
479 Plantation Club
Villa Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.9 (44)
Steps from the beach, this bright and beautifully decorated two-bedroom, two-bath, 3rd-floor villa is the perfect location for your next visit to Hilton Head. It is all about proximity in South Beach, you are less than five minutes walking to the beach with no crowds, a local dolphin pod and gorgeous sunsets over the Calibogue Sound. Rinse off on y
Hot HOT 29
1816 Bluff Villas
Villa
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 (52)
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 45
12 Columbine Lane
House
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.9 (95)
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 52
1618 Port Villas
Villa
Bedrooms 4 bedrooms
Bathrooms 3 baths
Half Bathrooms 1 half baths
Guests 8 guests
Rating 4.8 (37)
Live your best Sea Pines life when you choose Pedal and Paddle as your South Beach retreat! Waterfront with its own dock, 1603 Port Villa is a stunning 2-bedroom home on Braddock Cove just a short stroll from the Salty Dog Marina and HHI’s top-rated pickleball courts! Look no further - this beautiful coastal escape is now available for rent for t
Hot HOT 18
1603 Port Villas
Villa
Bedrooms 2 bedrooms
Bathrooms 2 baths
Half Bathrooms 1 half baths
Guests 6 guests
Rating 5 (23)
"Better than fantastic! Our family really enjoyed the quiet life in this beautiful South Beach area villa. It is in a great location with the ocean, sand and sunsets just a short walk across the street. Or head in the opposite direction for tennis, swimming, bike rentals and South Beach restaurants and shops. Every room was tastefully and comfortab
Hot HOT 32
1752 Bluff Villas
Villa
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 (61)
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 66
89 Baynard Cove
House
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 11 guests
Rating 5 (74)
Enjoy upgrades and new furniture throughout this cozy villa with a stunning view of the Lighthouse and Yacht Basin in Harbour Town! You'll find a Harbour Town Pool Pass in your villa to access the Harbour Town Pool located just around the corner from Caravel Court!1035 Caravel Court is a spacious one-bedroom, 3rd-floor villa with views of the world
Hot HOT 41
1035 Caravel Court
Villa
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 3 guests
Rating 4.9 (213)
Plan the family reunion at 1714 Bluff Villa, a beachy and bright 3rd floor villa just perfect for a family or group of 10! Located just a short walk from the beach on the Calibogue Sound in Sea Pines, this 3-bedroom, 2-bath villa features an open plan with plenty of room to enjoy family game or movie night. The open living space includes a large
Hot HOT 19
1714 Bluff Villas
Villa
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 10 guests
Rating 4.9 (65)

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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.