House holiday rentals in Sea Pines

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Top-rated house rentals in Sea Pines

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Guest favourite
A serene pool area is surrounded by lush greenery, featuring a spacious swimming pool with lounge chairs nearby. Colorful umbrellas provide shade, and a stone patio extends around the pool, inviting relaxation and outdoor enjoyment.
Home in Hilton Head Island
4.93 out of 5 average rating, 54 reviews

Sea Pines - S. Beach Charmer - Private Pool/Spa

Enjoy easy access to everything from this perfectly located home. Short walk to beach, easy bike ride to South Beach Marina (Salty Dog), Sea Pines Center or Harbor Town. Close to all the action at Coligny Plaza & Celebration Park. Perfect for vacation/long term stay with extended family or friends. All furnishings are new/upscale. This 2,000 sqft home was just recently remodeled, includes new Pool/Spa & Fire Pit. Located on quiet, relaxing & private lot. Beach chairs, umbrella, cart provided

Top guest favourite
Home in Hilton Head Island
4.99 out of 5 average rating, 139 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
The image presents a spacious backyard featuring a private pool surrounded by a stone patio. Sun loungers are positioned along the patio, offering a view of the lush greenery and trees that encircle the property. The house's large windows reflect the inviting outdoor area.
Home in Hilton Head Island
5 out of 5 average rating, 3 reviews

Sea Pines Oasis | Pool + Golf Views | Sleeps 12

Escape to 7 Red Maple Road, a Sea Pines retreat managed by Host & Home, overlooking Heron Point by Pete Dye. This 4BR, 4BA home features upscale interiors, en suite bedrooms, and a private pool with sweeping golf views. Located minutes from Harbour Town, Sea Pines Beach Club, and top golf and tennis, it is ideal for families and groups seeking a seamless, high quality Hilton Head experience with comfort, space, privacy, and one of the most desirable locations in Sea Pines for your next stay.

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

New Sea Pines Remodel Close To Beach

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 - sleeps up to eight. Enjoy views of the world famed Harbour Town Golf Links and breathtaking sunsets right from the back deck! Add in the chef's kitchen, access to a community pool, tennis and pickleball and The Pines is the perfect vacation spot for families seeking a luxury Hilton Head escape!

Guest favourite
Home in Hilton Head Island
4.85 out of 5 average rating, 54 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.

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!

Superhost
Home in Hilton Head Island
4.84 out of 5 average rating, 32 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
Home in Hilton Head Island
5 out of 5 average rating, 5 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
Home in Hilton Head Island
5 out of 5 average rating, 77 reviews

Sea Pines house ~ Golf Sim / Putting Green / Games

Centrally located in HHI just within the gates of Sea Pines, with golf simulator, outdoor putting green, 2 game rooms, and a backyard area with games, outdoor dining, fire table & lounging areas, this home is a one-of-a-kind experience. Sleeping up to 10 guests (2 king beds and 4 double beds), this luxurious space will offer unparalleled comfort, amenities, and the perfect location for you to use as your central base to enjoy the best of Hilton Head Island.

Superhost
Home in Hilton Head Island
5 out of 5 average rating, 3 reviews

Luxury Sea Pines Home, Lagoon Views on Hilton Head

36 Spartina Court — This renovated 3-bedroom, 3.5-bath home boasts breathtaking lagoon views and convenient access to a variety of Sea Pines amenities, such as the Calibogue Club Pool, Tennis Club, Harbour Town, Sea Pines Center, and Beach Club. Enjoy the perfect combination of luxury and convenience in this stunning property and enjoy a vacation reimagined with host2coast, your trusted partner in Hilton Head Island Property Management.

Top guest favourite
The unique structure features floor-to-ceiling windows, allowing natural light to illuminate the interior. Surrounded by tall pine trees, the exterior showcases a blend of green tones. An inviting deck area includes seating options, creating a perfect spot to unwind in nature.
Home in Hilton Head Island
4.99 out of 5 average rating, 82 reviews

Harbour Town Treehouse | Deer Island | Pool

Please see our almost 1000 5-star reviews at our other properties. Enjoy unbelievable tranquility high in the Sea Pines tucked away on Deer Island next to Harbour Town. Walk to the shops, restaurants, entertainment, and the Yacht Basin in just minutes. Feed the deer from your hand while you connect with nature. The Sea Loft is just one house away from the Turtle Trail that winds along the marshlands.

Guest favourite
Home in Hilton Head Island
5 out of 5 average rating, 14 reviews

Modern Home ~ Golf Course Views ~ .8 Mile to Beach

Welcome to Sunny Shores, a stylish 4BR, 3BA retreat in Sea Pines with mid-century flair, sweeping golf course views, and access to the Harbour Town Pool. Located on a quiet cul-de-sac just a 5-min bike ride to the beach. Enjoy soaring ceilings, a chef’s kitchen, multiple decks, and lush outdoor space. The perfect Hilton Head escape! 27 Red Maple Road

Popular amenities for house rentals in Sea Pines