Sea Pines, Hilton Head Island

No. 01

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.

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No. 02

Oceanfront, Sea Pines, Pool & Private Beach Access

House

6 bedroom sleeps 12 Beachfront private pool

Beachfront location with direct access and a private pool.

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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.

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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

Four Bedroom Beachfront Updated Townhome in Sea Pines - Close to South Beach!

Beachfront

4 bedroom sleeps 8

Welcome to 1411 South Beach Villa, the panoramic ocean views from this upscale villa sets the scene for a perfect vacation! This beautiful four bedroom, three bathroom beachfront townhouse sleeps eight guests and includes a beautiful Carolina room, spacious living areas, and master bedroom with views of the ocean and Calibogue Sound.

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No. 06

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.

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No. 07

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.

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No. 08

1617 Port Villas at The Sea Pines Resort

Vacation Home

2 bedroom sleeps 4 Ocean View private pool

1617 Port Villas offers spacious two-bedroom accommodations with beautiful water views and modern amenities.

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No. 09

Hilton Head's Sea Pines Resort! Spacious two bedroom two bath villa. Book now!

Beachfront

2 bedroom sleeps 6

Located in Hilton Head's Sea Pines Resort, the Marriott’s oceanfront Monarch at Sea Pines overlooks the beautiful Atlantic Ocean.

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No. 10

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.

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No. 11

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.

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No. 12

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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No. 13

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.

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No. 14

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.

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No. 15

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.

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No. 16

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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