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House holiday rentals in Sea Pines

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Top-rated house rentals in Sea Pines

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Top Guest favourite
Home in Hilton Head Island
4.99 out of 5 average rating, 138 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!

Superhost
A private outdoor oasis features a gently curving pool surrounded by a smooth concrete deck. Four lounge chairs are arranged on the patio, nestled under the shade of large trees. Lush greenery and palm trees frame the serene setting, creating a tranquil atmosphere.
Home in Hilton Head Island
4.78 out of 5 average rating, 9 reviews

32 Plantation Dr @ Sea Pines | Heated Private Pool

Indulge in sophisticated coastal living at 32 Plantation Drive, nestled within the tranquil ambience of Sea Pines Resort. Embrace Lowcountry charm in its finest with its serene lagoon views and meticulously crafted design where every detail is thoughtfully curated. Venture out to the private FREE heated pool and explore the resort's many offerings—from Harbour Town and Lawton Stables just stone's throw away to world-class amenities like tennis and golf. Ready to enjoy & relax? Learn more below!

Top Guest favourite
An inviting living space features a sectional sofa, a wooden coffee table, and a dining area with several chairs. Natural light illuminates the room through multiple windows, highlighting the coastal-inspired decor and airy layout. A chandelier complements the open, relaxed atmosphere.
Home in Hilton Head Island
4.94 out of 5 average rating, 123 reviews

Cozy Coastal Chic - Beach, Pickleball, Golf, Pets

Offered by owner /manager. Master bath w/ walk in shower, spacious bright open concept LR, DR, kitchen, w/ private cozy courtyard. Designer inspired coastal chic for the beachy atmosphere. Sit and relax in the courtyard, lounge in the sun while having an afternoon drink and BBQ. Watch golfers at the driving range or Trent golf course just a short walk from the villa. Go for a swim in 1 of 5 community pools. Under 10 minute walk to Palmetto Dunes beach or call seasonal dune buggy for a ride.

Superhost
Home in Hilton Head Island
4.85 out of 5 average rating, 53 reviews

Luxury Home All New, Dogs OK, Near beach, NEW POOL

It's time to relax & enjoy this newly renovated home on one of the more desirable streets in Sea Pines. NOW with a NEW POOL. Dog Friendly. (W/ APPROVAL & $200 Pet fee) 4 min bike - 7 min walk to one of the most premier SECLUDED beaches on the east coast. (Read reviews) This unique home offers the seclusion, privacy with plenty of space for your family to spread out and make memories. This house is in highly desired south end/ south beach area of Sea Pine. We are CLOSE TO THE BEACH.

Guest favourite
A sparkling in-ground pool is surrounded by a paved patio, featuring an attached spa. Lounge chairs are positioned nearby under the shade of trees, with greenery framing the area for a private feel.
Home in Hilton Head Island
4.89 out of 5 average rating, 37 reviews

Large home across from beach (@Sea Pines gate)

Family-friendly vacation home right outside Sea Pines Ocean Gate on South Forest Beach, approx. 1 mile from Coligny. 500 feet from beach, recent full renovation with large group living in mind, two separate living areas, a game room, a large enclosed backyard with fire pit, in-ground pool with attached spa (heating optional at additional cost). A semi-private beach path is accessible directly across the street and you'll be less than 500 feet from the sand. Located on bike trails.

Top Guest favourite
The exterior of the house presents a modern coastal design, featuring a spacious deck with multiple seating areas, a large umbrella, and a grassy surrounding. Large glass doors invite natural light into the interior while a BBQ grill is visible on the deck.
Home in Hilton Head Island
5 out of 5 average rating, 34 reviews

RBC Heritage Right In Your Backyard

WATCH THIS YEARS RBC HERITAGE RIGHT FROM YOUR BACKYARD WHERE YOU'LL BE STEPS AWAY FROM THE GREATEST PLAYERS IN THE WORLD! This stunning, newly remodeled getaway offers a modern coastal vibe with an open and airy floor plan that features two spacious king Master en-suites and an additional bedroom with two full beds. Add in the chef's kitchen, community pool, tennis/pickleball and it all makes for a great week. "THE PINES" IS A PRIME LOCATION TO CALL HOME BASE FOR THIS YEARS BIG EVENT.

Top Guest favourite
A community pool area is surrounded by lush greenery, featuring a large swimming pool with a gentle slope and steps for easy access. Several lounge chairs are positioned around the pool, providing relaxation spots, while a shaded area with umbrellas is visible. Safety floats are present in the water.
Home in Hilton Head Island
5 out of 5 average rating, 28 reviews

Sea Pines Serenity!

LOCATION, LOCATION, LOCATION! If you want security and serenity, this home is for you! This stylish 3 bed, 2 bath house has EVERYTHING you need for a relaxing vacation. Walking distance (10 blocks) to the best beaches on the island, dozens of restaurants and amazing Harbour Town! The fabulous Beach Club has onsite parking Sea Pines guests. Spend the day on a dolphin or pirate cruise, and then spend the night relaxing on a huge patio with your fire pit while enjoying s’mores!

Guest favourite
Home in Hilton Head Island
4.9 out of 5 average rating, 31 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.

Top Guest favourite
A charming two-story house is presented with a light exterior and a welcoming orange door. The covered porch features white railings and multiple seating areas. Lush greenery surrounds the home, enhancing its outdoor space, while a clear blue sky with scattered clouds creates a pleasant backdrop.
Home in Bluffton
4.99 out of 5 average rating, 126 reviews

Beautiful home with pond view and free Golf Cart!

Have fun with the whole family at this renovated house in beautiful Bluffton. 100% remodeled, brand new golf cart, and all new smart TVs in each room. Decorated for the holidays in December, tons of extras , including fully stocked coffee bar, snacks, toiletries, laundry pods, and baby/kid items. I have spared no expense in setting up this house, because I want you to have a wonderful vacation and enjoy beautiful Bluffton and Hilton Head as much as I do!

Guest favourite
Home in Hilton Head Island
5 out of 5 average rating, 17 reviews

LARGE Private Pool & Spa ~ Designer Decorated

Escape to Island Time, a 4BR/3BA retreat in Sea Pines, just 0.5 miles to the beach & 0.7 miles to the Beach Club. This spacious home features a private heated pool & spa, golf course views, a screened-in porch, and multiple indoor & outdoor living areas. Enjoy the grill (cleaned before arrival, propane included) and a Solo Stove fire pit (guest provides firewood). Experience the perfect blend of relaxation and Lowcountry charm—book your stay today!

Superhost
Home in Hilton Head Island
5 out of 5 average rating, 4 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.

Superhost
An open concept dining area features a large wooden table set with place settings and a vibrant blue table runner. A chandelier hangs above, while floor-to-ceiling windows offer views of the outdoor deck and surrounding greenery, creating a light-filled space. A cozy living area with blue sofas is visible in the background.
Home in Hilton Head Island
4.93 out of 5 average rating, 14 reviews

Gorgeous Coastal Beach Home w/ Pool, Hilton Head

20 Columbine Lane - This spacious 4-bedroom, 3-bathroom home in the picturesque Sea Pines Resort offers 2800 sq. ft. of living space with vaulted ceilings and access to community amenities such as a pool and tennis courts. The home also features strong wifi and a dedicated workspace, making it an ideal choice for remote work or study. Enjoy the tranquil surroundings and comfortable accommodations of this lovely vacation home.

Popular amenities for Sea Pines house rentals