Holiday houses in Sea Pines

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Top-rated holiday rentals in Sea Pines

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Top Guest favourite

Home in Hilton Head Island

5 out of 5 average rating, 8 reviews

Sea Pines hut, 5-min walk to beach, dog friendly!

Location; location; location! Awaken your senses in this cottage surrounded by natural beauty of pines, pond, and blue herons. 5 min walk to Sea Pines pristine beach. 2-mile bike to the beach club and Nature Reserve full of wildlife. Luxurious interior and cozy outdoor porch, plush king bed, queen sofa bed sleep 4. cathedral ceiling, dog friendly, free bikes, beach chairs and cart, perfect for couples, solo travelers, or small families looking to create a luxurious Hilton Head Island experience.

Superhost

A spacious living area features a bright and airy ambiance with two comfortable sofas and an armchair arranged around a coffee table. A large sliding glass door creates a connection to the outdoors, offering views of the lush surroundings. A dining area with bar stools is visible in the background.

Condo in Hilton Head Island

4.73 out of 5 average rating, 116 reviews

Lovely Villa in Sea Pines Hilton Head

🌊 🌴 Location, location, vacation! Welcome to your dream getaway in Bluff Villas, where everything you love about Hilton Head is just steps away. This sunny and spacious 2-bedroom, 2-bath condo is perfectly situated just a minutes walk to the beach, South Beach Marina, the iconic Salty Dog Café, and the South Beach Pool (reopening Summer 2025)! Relax on your private patio overlooking Braddock Cove, unwind in the updated living space, or take a quick stroll to grab an ice cream by the harbor.

Top Guest favourite

Home in Hilton Head Island

4.96 out of 5 average rating, 25 reviews

Hilton Head Island Beach House - Sea Pines Resort

Escape to paradise at 1 Pyxie Lane in Sea Pines Resort! This charming home boasts sleeping accommodations for 7 guests and offers easy access to the private beaches, beach club, and world-renowned golf courses. Newly renovated bathrooms add a touch of luxury, while the cozy atmosphere and hardwood floors create a warm and inviting ambiance. Take advantage of the great biking trails and explore the beautiful surroundings. Book your stay at 1 Pyxie Lane and experience the ultimate beach getaway!

Top Guest favourite

A comfortably arranged living room features a blue sofa and loveseat facing a coffee table. A mounted flat-screen TV is positioned on an entertainment console. Large glass doors open to a balcony, allowing natural light to illuminate the space. A dining area is visible in the background.

Condo in Hilton Head Island

4.97 out of 5 average rating, 36 reviews

Sea Pines 2 Bdrm/2Ba Condo W/Bikes, Pets Welcome!

Enjoy 4 bikes, tennis courts & community pool. A very easy walk or bike ride to the beach, Harbour Town, shops & restaurants. This stunning 2nd floor villa in the heart of Sea Pines boasts a single floor layout with a living room, dining area, kitchen w/ granite countertops and a spacious balcony w/pool and lagoon views. The primary bedroom has a king bed, bathroom, and a large flat-screen TV. The guest bedroom offers a queen bed & full bath, TV and walk-in closet. 1051 Sq. Ft. interior.

Guest favourite

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

4.98 out of 5 average rating, 124 reviews

Sea Pines Resort , 5 Minute Walk to the 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 favourite

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, 98 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 favourite

The living area features a light, neutral color scheme and plenty of natural light from large sliding glass doors. A comfortable sectional sofa invites relaxation, and a wooden coffee table is positioned in the center. A flat-screen TV is mounted on the wall, and a cozy side table adds functionality.

Condo in Hilton Head Island

4.95 out of 5 average rating, 250 reviews

Condo w/ Pools & Tennis Courts-Walk to Beach

Hilton Head awaits at this 2-bedroom, 2.5-bathroom condo! This 2019 renovated unit for 6 has 1,340 sq. ft., updated paint and appliances, and offers access to the Courtside Villas 2 pools (Open April 1-Oct 31).The ideal location is within a 1/2 mile of the beach and Coligny Plaza featuring shops, galleries, and restaurants. The newly completed Lowcountry Celebration Park is 0.7 miles from the property. An hour per day of free tennis at VanDerMeer Tennis is included (w/ reservations).

Top Guest favourite

A stunning sunrise illuminates the ocean, casting a warm golden glow across the water's surface. Rays of sunlight stretch outward, reflecting off the gentle waves. The shoreline is visible, framed by soft grasses, enhancing the tranquil morning scene.

Condo in Hilton Head Island

4.99 out of 5 average rating, 165 reviews

Ocean Overlook II - The Penthouse Experience

LUXURIOUS, PENTHOUSE, DIRECT OCEANFRONT HOME! UNOBSTRUCTED OCEAN VIEWS! SO CLOSE YOU CAN HEAR THE WAVES CRASH WITH THE WINDOWS CLOSED! DIRECT BEACH ACCESS! POOL ACCESS! ALL BRAND NEW! 4TH FLOOR (TOP FLOOR)! PRIVATE BALCONY! MILLION DOLLAR OCEAN VIEWS! SPA SHOWER! KING BED! CAN SLEEP 4! THIS IS LUXURY LIVING WITH NO RESORT AMENITY CHARGES! SAVE THOUSANDS OF DOLLARS COMPARED TO OTHER NAMED RESORTS LUXURY HOTEL PROPERTIES! **UPGRADED INTERNET & HD TV PACKAGE + FREE AMENITIES**

Top Guest favourite

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, 107 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 favourite

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, 172 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 favourite

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, 31 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 favourite

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, 19 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.