Vacation rentals in Sea Pines

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Top-rated vacation rentals in Sea Pines

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Top guest favorite

A cozy balcony setting is pictured, featuring comfortable seating and a view of the scenic marina. The iconic Harbour Town Lighthouse stands in the background, accompanied by moored boats and lush greenery along the waterfront. Bright blue skies enhance the tranquil atmosphere.

Condo in Hilton Head Island

5 out of 5 average rating, 15 reviews

MyStay at 1027 Caravel Ct.-Lighthouse View & Pool!

Experience Hilton Head like never before in this 2-bdrm Caravel Ct. villa with stunning views of the iconic Harbour Town Lighthouse and Harbour Town Pool access! Relax in the living area with luxury vinyl flooring and whip up your favorites in a kitchen featuring sleek stainless steel appliances. The master suite offers harbor views from every angle, while a cozy 2nd bedroom awaits extra guests. With MyStay’s touch on every detail, this is your perfect getaway—book now for an unforgettable stay!

Top guest favorite

A spacious living room features vaulted ceilings and a ceiling fan. Two leather sofas face a wooden coffee table, with a decorative bowl in the center. A 55-inch Smart TV is mounted above a modern fireplace, and large glass sliding doors provide natural light and access to the backyard.

Home in Hilton Head Island

4.98 out of 5 average rating, 126 reviews

“Sea La Vie” 3BR, Sea Pines, Walk to Dining, Shops

Privately-owned 2000 SF one-level home sits on a wooded corner lot conveniently located inside the entrance of Sea Pines Resort. This 3 BR, 2BA home was extensively renovated in August 2020, with inviting French-inspired coastal decor for a relaxing cozy feel. "Sea La Vie" chalet is within walking distance to grocery stores, shops, and restaurants. A short drive or bike ride takes you to the private Beach Club, housing oceanfront dining and bar, upscale facilities, and wide beaches. Bienvenue!

Guest favorite

The treehouse is surrounded by lush greenery, featuring multiple floor-to-ceiling windows that reflect the natural surroundings. A pathway of brick leads to the entrance, while outdoor lighting highlights the walkway. A staircase provides access to the wraparound deck above.

Treehouse in Hilton Head Island

4.82 out of 5 average rating, 28 reviews

Treehouse in Sea Pines Resort/Arcade/Bicycles

Escape to this seaside treehouse, nestled within Sea Pines Resort on Hilton Head Island. With floor-to-ceiling windows and thoughtful renovations, this serene retreat offers the perfect mix of nature and modern comfort. Located just steps from Harbour Town with restaurants, shops, water activities, a unique playground and lighthouse. Unwind on the wraparound deck or cozy up by the fire pit while enjoying views of deer wandering through the peaceful surroundings. *4 free beach bikes and chairs*

Guest favorite

The exterior of the villa features a modern design with natural wood siding. A spacious deck is adorned with a railing and small plants, providing a welcoming entrance. Large windows allow natural light into the home, surrounded by lush greenery.

Bungalow in Hilton Head Island

5 out of 5 average rating, 120 reviews

SEA PINES RESORT VILLA , 5 MINUTE WALK TO BEACH!

Completely renovated AMAZING villa.This 1 bedroom 1 bath villa is a short 5 min.(400 yards ) walk to the stunning beach!The master bedroom has a king bed and the living room sofa is queen sleeper.The kitchen is updated with stainless steel appliances and a beautiful oyster shell chandelier hangs over a 4 seat dining table.Enjoy your time on large screened in porch with privacy shades that overlooks a small lagoon & enclosed outdoor shower.Free Amazon Prime and HBO.Private pool for guests

Top guest favorite

A spacious deck features a circular fire pit surrounded by four wooden adirondack chairs with cushions. A striped pouf adds comfort to the area. Scenic sunset views over the beachfront landscape create a serene backdrop.

Chalet in Hilton Head Island

4.99 out of 5 average rating, 86 reviews

180º Ocean Views, Treehouse "Siren's Lookout"

Waterfront and sunset views abound in this unique "treehouse", with 360 degree views. On Deer Island, just steps from the Harbour Town Lighthouse, known for its' large-boat marina, restaurants, shops and Golf Club, host of the RBC Heritage Classic, PGA Tour Event. Enjoy all the amenities of Sea Pines, including the South Beach Marina, Sea Pines Beach and Salty Dog Cafe, only 3 miles away, serviced by trollies & bike paths. Enjoy the sunset seated around the firepit. Gas grill with a view

Top guest favorite

The kitchen features white cabinetry with glass accents and a spacious granite countertop. A stainless steel sink is positioned near the window, while a variety of wine bottles and a tray of cookies are arranged on the countertop, adding functionality and a touch of comfort.

Townhouse in Hilton Head Island

4.97 out of 5 average rating, 266 reviews

Hilton Head Villa With Golf View, Stroll to beach

Proudly selected by HGTV as one of nine “Wow Worthy Vacation Homes and Design on HHI”, alongside the 2020 HGTV Dream Home. This upscale home offers seamless in/outdoor living and a generous granite kitchen. During your stay, enjoy the comforts of home - from the plush sectional sofa and Smart TV's, to the hotel-like King bed and en suite bathroom in the master suite. Enjoy the indoor/ outdoor living of your own private villa in the exclusive Greens community of Shipyard Plantation.

Top guest favorite

A modern kitchen features a central island with a white marble countertop and two woven bar stools. Stainless steel appliances are visible, along with a stylish herringbone backsplash. Natural light highlights the clean lines and organized layout of the space.

Condo in Hilton Head Island

5 out of 5 average rating, 98 reviews

5 Star Location! Pool, Walk to Shops/Dining

This luxury villa is in the heart of Hilton Head Island: Harbour Town in the world famous Sea Pines Resort- home of the PGA Heritage golf tournament! Walk to shopping, lighthouse, dining, water sports, golf, tennis, entertainment, and boat charters! The complimentary, seasonal beach shuttle picks up at the villa and drops off at the Sea Pines Beach Club. Impeccably appointed and sparkling clean with lagoon views. The complex has a private pool and clay tennis courts.

Top guest favorite

A bright Carolina Room features large windows overlooking the golf course, inviting natural light. Furnishings include a plush sofa, an armchair, and a wrought iron dining table surrounded by chairs. A pendant light hangs above, adding to the comfortable setting.

Apartment in Hilton Head Island

4.95 out of 5 average rating, 39 reviews

SeaPines - Beautiful Renovation, Walk to beach

Take in the dynamic Golf and Lagoon views from one of the most centrally located villas in Sea Pines. Just a 5-7 minute walk to the beautiful white sand beaches of Hilton Head. The heated/cooled on-site pool is steps from the front door. New ownership, new everything! From the appliances to the flooring, furniture, paint, kitchen and baths-do not miss a chance to enjoy all of Sea Pines from a stunning property. Please note this property is no longer pet friendly.

Top guest favorite

An outdoor dining area is shown, featuring a round table with six ornate metal chairs. A large red umbrella provides shade, and lush greenery and a view of the marina are visible in the background.

Condo in Hilton Head Island

4.99 out of 5 average rating, 159 reviews

Heart of Harbour Town - Beach | Pool | Golf | 2BR/2.5BA - Pool Access

In the Heart of Harbour Town Experience the best of Harbour Town living with exquisite harbour views in this recently updated 2 BR / 2.5 BA end unit just steps away from the waterfront. Villa is a short walk to pool, the pristine Harbour Town Golf Links, and the Sea Pines Trolley -- offering complimentary seasonal transport. Recently renovated with gourmet kitchen, elegant living area, and outdoor dining. Sleeps 8. Includes Harbour Town pool passes.

Top guest favorite

A shaded outdoor patio area is furnished with a large table and comfortable chairs. A green umbrella provides protection from the sun, while lush trees and a well-manicured landscape create a serene view of the golf course in the background.

Home in Hilton Head Island

5 out of 5 average rating, 25 reviews

Brand New Sea Pines Remodel - Minutes To Beach!

The brand new remodel at "The Pines" is complete! This stunning getaway is located in Greenwood Forest and offers a modern coastal vibe with 3 bedrooms and 3 bathrooms. "The Pines" also boasts an open floor plan with two Master suites. You’re going to love the location right on the 5th green and 6th tee of Harbour Town Golf Links, where you and your guests will also soak in the breathtaking Carolina sunsets right from the expansive back deck!

Top guest favorite

A serene view of calm waters features a distant sailboat gliding gracefully across the horizon. Lush greenery and tall grasses frame the scene, with a palm tree located in the foreground, offering a glimpse of the natural coastal landscape.

Treehouse in Hilton Head Island

5 out of 5 average rating, 14 reviews

Luxury Waterfront Tree House | Harbour Town | Pool

One of our newest homes, see our over 1000 *5*-star reviews. Nestled on a tranquil cul-de-sac on Deer Island - an island on an island - our enchanting Treehouse offers the ultimate getaway, surrounded by lush gardens and bamboo forests, stunning reclaimed wood floors, historic Savannah brickwork, and marvelous mid-century design and furnishings.

Top guest favorite

A tranquil marina view is presented, featuring numerous boats docked peacefully. The iconic Harbour Town lighthouse stands in the background, complemented by green trees and a clear blue sky. A balcony railing frames the scene, emphasizing the inviting outdoor setting.

Condo in Hilton Head Island

4.96 out of 5 average rating, 142 reviews

Harbour Town Paradise! Amazing Sunset Views

Our home overlooks the picturesque Harbour Town marina and lighthouse in Sea Pines on Hilton Head Island. This special place is close to everything, making it easy to plan your visit. Whether your passion is dining, night life, golf, tennis, shopping, jet skiing, biking, hiking, or beach life, our home is convenient to all of it.