No. 01
Oceanfront
Oceanfront
Oceanfront, Sea Pines, Pool & Private Beach Access is a recently renovated vacation home in Hilton Head Island where guests can make the most of its outdoor swimming pool, garden, and terrace.
Hilton Head's foot-shaped barrier island sits just across the Georgia line. Gated plantation communities (Sea Pines, Palmetto Dunes, Shipyard) house most luxury rentals. Golf is everywhere, the beach is firm enough to bike, and October is the sweet spot for weather plus price.
StateSC
Peak seasonJune to August
Best forWaterfront stays
Featured12 rentals
The curated list · 12 rentals
Where we would stay in Sea Pines, Hilton Head Island.
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No. 02
Private Pool, Outdoor Hot Tub, Gourmet Kitchen - Stunning Retreat
House
6 bedroom
sleeps 12
private pool
Here at Vacation Rentals we believe in providing you with amenities you won't find anywhere else. The following are included for your comfort, convenience, and enjoyment: 1. Luxury bedding used by the Ritz Carlton/Bath & Beach Towels 2. Outdoor Hot Tub 3. Private Pool (can be heated for an additional fee) 4. Propane tanks for grilling 5. Beverage Refrigerator and Deep Freezer 6. Hair dryers in each bathroom 6. Wifi and smart tv's (streaming only) 8. 6 Backpack Beach Chairs and a beach wagon 9. We offer both a drip coffeemaker and Keurig Oceanfront Sea Pines Luxury.
No. 03
Oceanfront Access and Spacious Deck - Elegant Coastal Retreat
Villa
4 bedroom
sleeps 8
private pool
Welcome to 1418 South Beach Villas, a beautifully positioned waterfront retreat in the heart of Sea Pines Resort on Hilton Head Island. Just moments from the beach, this inviting coastal villa offers the perfect balance of relaxed island living, walkable convenience, and unforgettable water views that make every part of your stay feel effortlessly peaceful. From the moment you arrive, the villa feels bright, comfortable, and connected to the beauty of the Lowcountry. Large windows and sliding glass doors invite natural light inside while framing picturesque oceanfront views throughout the living spaces.
No. 04
Private Marshfront Oasis w/ Pool & Sunset Views
House
4 bedroom
sleeps 8
private pool
Welcome to 22 Oyster Landing, a fully remodeled Lowcountry retreat in Sea Pines with sweeping marsh and Calibogue Sound views. Set on over an acre beneath moss-draped oaks, this light-filled home features an open floor plan, white oak floors, and refined coastal style. Enjoy sunsets from the screened porch, patio, or brand-new oversized pool and spa. Four king bedrooms with private baths offer comfort, privacy, and unforgettable Hilton Head living. Welcome to 22 Oyster Landing, a classic Lowcountry home set on a quiet street in Sea Pines Resort with breathtaking views of the marsh and Calibogue Sound.
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No. 05
Sea Pines 3BR. Beach & Harbour Town & Pool Access
House
3 bedroom
sleeps 8
private pool
Charming 3BR, 2BA home in the renowned Sea Pines Resort on Hilton Head Island. Surrounded by lush landscapes, enjoy access to community amenities like a pool and tennis courts. Explore scenic bike trails, visit Harbour Town Lighthouse, and dine at the oceanfront Beach Club. An ideal base to experience the Lowcountry's comfort, charm, and adventure. Welcome to, 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.
No. 06
1922 South Beach Club
Villa
3 bedroom
sleeps 6
private pool
Beautiful 3-bedroom, 2 1/2 bath villa in Sea Pines with captivating views of the Calibogue Sound. Thoughtfully designed with elegant details throughout, this coastal retreat offers guests a perfect blend of comfort, style, and Lowcountry charm. Welcome to this distinctive vacation property managed locally. This waterfront villa in Sea Pines offers a blend of coastal charm and relaxed sophistication, with sweeping views of the Calibogue Sound from nearly every angle. Designed to host family and friends, the stunning villa features three bedrooms, two and a half bathrooms, and thoughtfully designed spaces that make it as ideal for gathering as it is for quiet retreats.
No. 07
Private Pool and Glorious Ocean Views - Exquisite Beachfront Haven
House
8 bedroom
sleeps 21
private pool
With a private pool, eight bedrooms, and glorious ocean views, this massive Sea Pines beach house is perfect for group getaways. Welcome to this distinctive vacation property managed locally. The property is situated among the palmettos and oak trees of Hilton Head Island and steps away from the Atlantic Ocean. The lapping of the waves on the beach of this oceanfront home will put you to sleep, while the bedrooms on the street side of the house get a peek at the lagoon across the way. This luxury home is near the southern tip of the island and a short drive from the Salty Dog Cafe and other popular spots.
No. 08
In-Ground Pool and Ocean Views - Elegant Beachfront Retreat
House
8 bedroom
sleeps 26
private pool
Make your next vacation one to remember with this beautiful home in Sea Pines. 23 Black Skimmers modernist style offers the perfect atmosphere for relaxation and entertainment. Welcome to this distinctive vacation property managed locally. This 7,500-square-foot beachfront home features a private, in-ground pool with a spa and a patio overlooking the Atlantic Ocean. With private beach access, this home is perfect for those long beach days! The kitchen is equipped with stainless steel appliances, a split, two-sink granite island set, and ample countertop space, so there's plenty of room to cook delicious meals and easy cleanup with two dishwashers.
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12
curated rentals in Sea Pines, Hilton Head Island
No. 09
Private Pool and Screened Porch - Beautiful Coastal Escape
House
3 bedroom
sleeps 8
private pool
House, 3 Bedroom, 2 Bath, Sleeper Sofa, Private Pool Proudly hosted. This beautiful Sea Pines home offers a spacious, single-level layout designed for comfort and relaxation. Each bedroom features premium bedding, stylish furnishings, and large flat-screen TVs, with an additional TV located on the screened porch for outdoor entertainment. The fully equipped kitchen boasts stainless steel appliances and comes well-stocked for your culinary adventures, while the convenient laundry area with a full-size washer and dryer is located just off the kitchen. The inviting living room offers serene views of the pool and backyard and includes a new flat-screen TV, Blu-ray player, and internet access.
No. 10
Oceanfront Retreat with Lush Backyard - Tranquil Coastal Escape
House
3 bedroom
sleeps 8
HOST & HOME presents… 18 East Beach Lagoon! Escape to this breathtaking oceanfront retreat in the prestigious Sea Pines Resort. Just steps from the sand, this home offers a private beach path and unmatched tranquility. Relax in a designer-decorated space surrounded by lush Lowcountry greenery, featuring a large brick patio with teak furniture for al fresco dining. Perfect for up to 8 guests seeking unique style, comfort, and proximity to the ocean. Learn more below.
No. 11
Endless Tides - Marshfront Lands End Retreat. Pool Across Street. 500 Feet to Beach Access
Townhouse
4 bedroom
sleeps 8
shared pool
"Endless Tides - Marsh Views, Ocean Glimpses, Steps to the Beach & Pool. Hilton Head Island, SC 29928 Welcome to Endless Tides, a beautifully positioned 4-bedroom, 3-bath coastal retreat tucked inside the exclusive gated community of Lands End within Sea Pines. Perfectly situated between Braddock Cove and the Atlantic Ocean, this attached single-family home offers expansive marsh views from nearly every rear-facing room, ocean glimpses from the upper level, the community pool directly across the street, and beach access less than 500 feet away. The location is truly special.
No. 12
Oceanfront Villa with kitchen, balcony, patio shared pool and trails
Villa
4 bedroom
sleeps 10
shared pool
Sound Villas 1454 Wake up to sweeping ocean views in this beautiful Sea Pines retreat, an inviting 4-bedroom, 4-bathroom home perfectly designed for relaxing coastal getaways. With direct beach access, you can spend your days strolling the shoreline, soaking up the sun, or watching dolphins play in the waves. Inside, the home features an open, airy layout with plenty of natural light and comfortable spaces to unwind. The full kitchen is equipped with everything you need for effortless vacation cooking, and the adjacent dining and living areas make gathering together easy.
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