Vacation rentals in Sea Pines

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Top-rated vacation rentals in Sea Pines

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Top guest favourite
Home in Hilton Head Island
4.99 out of 5 average rating, 143 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 favourite
A sunlit living area features large windows providing views of the surrounding greenery. A comfortable sofa sits opposite a white coffee table, complemented by a stylish armchair and a small workspace with a wooden desk. Light wooden flooring enhances the vibrant atmosphere.
Condo in Hilton Head Island
4.86 out of 5 average rating, 50 reviews

SeaPines - Walk to beach, Remodeled, Pet friendly

Beautifully renovated in modern beach style! With beautiful new flooring throughout, new furniture, linens and updated baths, this stylish coastal villa is just waiting for you to relax and enjoy all of Sea Pines and HHI. From the stunning kitchen to the thoughtful dedicated workspace and expanded patio with grill, this two bedroom, two bath villa comfortably sleeps six adults. This property is pet friendly, yet clean and well appointed, and offers one of the best locations in Sea Pines.

Guest favourite
A modern living area features a spacious beige sofa and two gray armchairs, arranged around a coffee table set with snacks and wine. A large television hangs on the wall opposite a window, showcasing views of a serene lagoon and golf course.
Condo in Hilton Head Island
5 out of 5 average rating, 7 reviews

79 Fairway Ln Villa @ Sea Pines | Golf Views

Indulge in elevated coastal living at 79 Fairway Lane Villa, nestled within the tranquil ambience of Sea Pines Resort. Embrace captivating golf views across lush Lowcountry lagoon from every corner of this unique home. Recharge in 3 spacious King En-Suites or venture forth to explore the resort's myriad offerings—from pristine beaches just .2 miles away to world-class amenities like tennis and golf. Experience pure bliss on your Hilton Head Island getaway & Learn More Below!

Superhost
Home in Hilton Head Island
4.85 out of 5 average rating, 33 reviews

96 Forest Drive in Sea Pines

Situated in a neighborhood community in the center of Sea Pines called Greenwood Forest, a convenient bike ride away from any place in Sea Pines, lies this cozy home with an open space floor plan. Address is 96 Forest Drive, Hilton Head Island, SC. The house features hardwood floors throughout the house. It offers 3 Bedrooms and 2 Bathrooms. The kitchen is equipped with all the tools required to cook a perfect meal. All this is rounded off by a private enclosed deck.

Guest favourite
A cozy living area features a light-colored sofa and armchairs arranged around a coffee table, with a flat-screen TV mounted on the wall. Large sliding glass doors provide views of the outdoor space, while soft lighting creates an inviting ambiance.
Home in Hilton Head Island
5 out of 5 average rating, 5 reviews

Hilton Head Sea Pines Golf Villa Near Beach

🏆We're a Superhost located in Hilton Head Island with 700+ fantastic property reviews. Voted LowCountry's Best year after year, your group is sure to enjoy your next Hilton Head Island escape in this stunning property. 🏝️ Atlantic Dunes Golf Course | 4-minute bike ride or less than 10 minute walk to Sea Pines Beach Club ⛳️ Save even more when you book 38 Lighthouse Road Villas and receive $300 in complimentary daily activities! *Short Term Rental Permit #30180

Guest favourite
Home in Hilton Head Island
4.9 out of 5 average rating, 10 reviews

Charming Lagoon view Townhome near Harbor Town

With a picturesque lagoon view this two-bedroom townhome is perfect for getting away from the every hustle. Spacious living area to relax and enjoy the peaceful settings of the lagoon on the back patio. Two well appointed bedrooms upstairs each with their own full bath and TV's. Walking distance to the Harbor Town Golf Club and Tennis courts as well as the Harbor town to shop, eat and enjoy the beautiful sights of the marina. (Short Term rental lic no. 7524.)

Top guest favourite
Condo in Hilton Head Island
5 out of 5 average rating, 111 reviews

5 Star Location-Harbourtown-Walkable Area

Escape to our luxury villa in Hilton Head's exclusive Harbour Town in the gated Sea Pines Resort! A short walk from Harbour Town Marina, which offers enertainment, dining, shopping, water sports, cruises, golf, tennis, and a pier. You will have access to The Sea Pines Beach Club, a short trolly, bike or car ride away. This private 3rd-floor impeccilbly appointed 'coastal chic' retreat does not share any walls and offers serene lagoon views from a private balcony.

Guest favourite
The treehouse is nestled among lush greenery, elevated on stilts to enhance views of the surrounding nature. A spacious deck extends from the front, featuring a swing chair suspended from the overhang. Brick pathways lead to the entrance, framed by vibrant landscaping.
Treehouse in Hilton Head Island
5 out of 5 average rating, 17 reviews

Roxy’s Hideaway | Harbour Town RBC Heritage Oasis

Roxy’s Hideaway — brand new Sea Pines Treehouse, steps from Harbour Town & RBC Heritage! Enjoy exclusive comfort in nature, close to shopping, dining and more. Pet-friendly and ideal for high-end travelers, including pro athletes. Experience unmatched service and bespoke amenities—now including an EV charger. Relax in our hammock throne, surrounded by nature and serene unaugmented ocean views, with pool access at the Harbour Town Pool!

Top guest favourite
An open concept living area showcases wood-paneled ceilings and large windows, allowing natural light to fill the space. A sectional couch faces a TV, while a wooden dining table is set for meals. Sliding glass doors open to views of the backyard.
Home in Hilton Head Island
4.96 out of 5 average rating, 55 reviews

Sea Pines Villa - Walk to Beach, Golf and Tennis

This pristine Sea Pines villa has undergone significant renovations and upgrades, enhancing your stay with modern comforts and amenities. Just a five-minute stroll to the beach, this property is perfect for beach vacations and golf trips. Enjoy views of the tree-lined lagoon and renowned Atlantic Dunes Golf Course. The villa offers a private, professionally maintained putting green, and private tennis courts are only steps away.

Superhost
A serene view of the lush landscaping surrounding the property is showcased, featuring a mix of palm trees and native vegetation. The well-maintained Atlantic Dunes Golf Course is visible in the background, complementing the tranquil atmosphere.
Apartment in Hilton Head Island
4.88 out of 5 average rating, 16 reviews

#595 Walk to Beach/2BR/2BA/Golf Views/Pool/Tennis

595 Wildwood Spa can be found in the world-renowned Sea Pines Resort, lying on the Atlantic Dunes Golf Course. In under a 10-minute drive, guests can be enjoying Harbour Town and South Beach Marina, filled with shops, restaurants, and water sports. Just a 10 minute stroll to the beach, or take the complimentary trolley in season with a trolley stop just across the street. The pool at this property does not have a heater.

Top guest favourite
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, 187 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.

Guest favourite
Home in Hilton Head Island
5 out of 5 average rating, 20 reviews

Private Oasis w/ Pool ~ Pet Friendly ~ Fenced Yard

Barefoot Bungalow is an upscale 2BR Sea Pines retreat that sleeps 6 and sits just 0.8 miles from the beach. This boutique-style home features a fully fenced yard, heated pool ($50/night), year-round spa, and elevated coastal finishes. A third bedroom arrives Summer 2026—book now at current 2BR pricing before rates adjust.

Popular amenities for Sea Pines vacation rentals