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
"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 54
1752 Bluff Villas
Villa
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 (61)
Nestled beneath the shade of majestic live oaks and surrounded by lush Lowcountry greenery, 22 Surf Scoter welcomes you with timeless Southern charm and coastal sophistication! The classic exterior, with its inviting brick walkway and serene gray facade accented by white shutters, instantly sets the tone for a peaceful island retreat. This Hilton H
Hot HOT 73
22 Surf Scoter
House
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
Welcome to your Hilton Head Island retreat at 503 Plantation Club, a luxurious villa designed to provide the perfect blend of comfort and elegance. This stunning two-story villa features three spacious bedrooms, accommodating up to six guests with ease. The master suite boasts a king-sized bed, while the two guest rooms offer a queen bed and two do
Hot HOT 77
503 Plantation Club
Villa Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Half Bathrooms 1 half baths
Guests 6 guests
Rating 4.9 (35)
Welcome to 101 Fairway Lane Villas, a beautifully updated, single-level 2-bedroom, 2-bath retreat in Sea Pines, where comfort meets Lowcountry charm. Located just across Sea Pines Drive from the beach path, you’re only a five-minute walk from the soft Atlantic sands with no need to drive or hunt for parking.Inside, a light-filled sunroom stretches
Hot HOT 107
101 Fairway Lane Villas
Villa Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (9)
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 92
77 Governors Road
House
Bedrooms 4 bedrooms
Bathrooms 3 baths
Half Bathrooms 1 half baths
Guests 8 guests
Rating 4.7 (4)
Give yourself the relaxing beach vacation you deserve. Make 1653 Bluff Villas your vacation home away from home in this charming villa that comfortably accommodates four.Only steps away from the amenities and excitement of South Beach Marina Village, this recently renovated first-floor villa is your perfect Hilton Head Island getaway. The gorgeou
Hot HOT 68
1653 Bluff Villas
Villa
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 5 (69)
This gorgeous 3-story villa has simple, coastal elegance throughout! The first floor has been completely remodeled, starting with beautiful and durable vinyl plank flooring. The kitchen is a soft and bright space with quartz countertops, stainless steel appliances, farmhouse sink and lower cabinet drawers that all pull out for easy reach of cookwar
Hot HOT 73
1626 Port Villas
Villa
Bedrooms 3 bedrooms
Bathrooms 3 baths
Half Bathrooms 1 half baths
Guests 8 guests
Rating 4.9 (54)
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 82
18 Stoney Creek
House
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 10 guests
Rating 5 (57)
Wake up to gorgeous water views of Braddock Cove from this ground floor, end-unit villa that provides the perfect escape for the family! This villa is just steps to the beach, Calibogue Sound, South Beach Marina Village, and the renowned Salty Dog Cafe, this 2-bedroom 2 bath villa comfortably accommodates a family or group of five. Enjoy a stroll
Hot HOT 54
1801 Bluff Villas
Villa
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 (44)
Nestled in the heart of Greenwood Forest, within the highly sought-after Sea Pines community, 1 Wildwood is a spacious, inviting, 3-bedroom, 3-bath home that offers the perfect balance of peaceful living and exciting recreation. Just steps from your door, you can unwind by the community pool, enjoy a friendly tennis match, or watch your kids explor
Hot HOT 54
1 Wildwood Road
House Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 12 guests
Rating 5 (7)
Welcome to 1663 Bluff Villa, a recently updated studio villa located in Sea Pines! This cozy villa is perfect for a couple and is conveniently located just a short walk away from the beach, pickleball courts, and South Beach Marina. Situated on the second level, the villa features a Juliette balcony for you to enjoy the fresh sea breeze.Upon enteri
Hot HOT 75
1663 Bluff Villas
Villa
Bathrooms 1 baths
Guests 4 guests
Rating 5 (12)
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 60
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.