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 84 properties available
Welcome to 17 Baynard Cove Road, a stunning coastal retreat located on one of the most exclusive streets in Sea Pines Resort. Perfectly positioned between South Beach Marina and Harbour Town, this home offers both privacy and exceptional convenience. A short seven-minute walk leads to Sea Pines Beach Path #23 and the soft, white sands of the Atlant
Hot HOT 86
17 Baynard Cove Road
House
Bedrooms 4 bedrooms
Bathrooms 3 baths
Half Bathrooms 1 half baths
Guests 8 guests
Rating 4.9 (65)
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 72
503 Plantation Club
Villa Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Half Bathrooms 1 half baths
Guests 6 guests
Rating 4.8 (28)
Welcome to 9 Braddock Cove, a hidden waterfront sanctuary tucked inside the coveted South Beach area of Sea Pines on Hilton Head Island. This remarkable three story retreat sits along the peaceful waters of Braddock Creek, where panoramic marsh and marina views create a setting that feels both serene and cinematic from sunrise to sunset. From the m
Hot HOT 113
9 Braddock Cove
House
Bedrooms 4 bedrooms
Bathrooms 3 baths
Half Bathrooms 2 half baths
Guests 13 guests
Rating 5 (2)
Tucked away in the exclusive Sea Pines community, Fore Shore welcomes you with vibrant azaleas and the dappled afternoon glow of towering oaks. This peaceful island refuge features soft taupe siding and slate blue shutters that hint at the airy, coastal charm waiting inside. You will immediately notice the soaring vaulted ceilings and bright skylig
6 Acorn Lane
House
Bedrooms 4 bedrooms
Bathrooms 2 baths
Half Bathrooms 1 half baths
Guests 10 guests
Rating 5 (1)
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 89
101 Fairway Lane Villas
Villa Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (14)
Welcome to this amazing property located at the end of a cul-de-sac! You'll be mesmerized by the stunning views of the lagoon in every direction. With 3 bedrooms and 3 ½ baths, this place is perfect for a family or group of friends. You'll love that the master bedroom is conveniently located on the first floor, and it even includes his & her closet
Hot HOT 98
36 Spartina Court
House
Bedrooms 3 bedrooms
Bathrooms 3 baths
Half Bathrooms 1 half baths
Guests 8 guests
Rating 4.9 (22)
Make your Hilton Head vacation dreams come true at 1 Willow Oak West! This recently renovated 3 bedroom and 3 full bathroom home is situated in the heart of Sea Pines. It has easy access to the endless bike paths that Hilton Head has to offer and is equidistant to Harbour Town, and the Sea Pines Beach Club. Also, strong Wi-Fi makes this the perfect
Hot HOT 98
1 Willow Oak West
House
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 (30)
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 172
18 Stoney Creek
House
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 10 guests
Rating 5 (46)
"Excellent!" "Ideal!" "It had everything I needed for the week. Will be back!" "Relaxing." "Great location on South Beach!" "Very comfy!" "Would definitely stay again." As you can see, our guests find 1707 Bluff Villa to be perfect for their beach getaways!This lovely South Beach vacation home away from home is ideal for a couple or group of four.
Hot HOT 83
1707 Bluff Villas
Villa
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.9 (50)
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 73
1714 Bluff Villas
Villa
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 10 guests
Rating 4.9 (66)
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 the
Hot HOT 75
1603 Port Villas
Villa
Bedrooms 2 bedrooms
Bathrooms 2 baths
Half Bathrooms 1 half baths
Guests 6 guests
Rating 5 (26)
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 89
4 Jessamine Place
House
Bedrooms 4 bedrooms
Bathrooms 4 baths
Half Bathrooms 1 half baths
Guests 9 guests
Rating 5 (2)

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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.