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
5 out of 5 average rating, 90 reviews

Sea Pines house ~ Golf Sim / Putting Green / Games

Town of Hilton Head Island STR Permit Number: 064406 Centrally located in Hilton Head Island 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 & seating, this home is a one-of-a-kind experience. Sleeping up to 10 guests (2 kings and 4 doubles), 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 HHI.

Superhost
A circular, modern sea loft is nestled among tall trees, blending harmoniously with the natural surroundings. A wooden staircase leads to the entrance, framed by various shrubs and greenery. Large glass windows provide views of the lush landscape.
Home in Hilton Head Island
4.77 out of 5 average rating, 221 reviews

*Deer Island Treehouse Walkable to Harbor Town*

Floor to ceiling windows adorn this treehouse with friendly deer on a Forest Preserve in Sea Pines. 200 yards walk or bike ride to the famous Harbour Town Lighthouse & Marina with a variety of water sports, dinner cruises, shoppes and restaurants. Take a free seasonal Trolley Ride from the Harbour Town Stop to Sea Pines Beach Club or seasonal Salty Dog Marina & Pool. The Harbour Town Golf Links and Sea Pines Resort Tennis Club are a short walk. Easy beach access to 11 miles of sandy shoreline!

Top Guest favourite
The image captures a private heated pool beneath a covered patio. Comfortable lounge chairs surround the pool, and an outdoor dining area features a large table with chairs. A shaded umbrella stands above the table, while greenery and a grill are visible, enhancing the outdoor setting.
Home in Hilton Head Island
5 out of 5 average rating, 120 reviews

98 Sandcastle Ct

98 Sandcastle Ct Brand New 6 Bedroom Home near Beach with Pool, Elevator/ (Sleeps Up To 22 Guests ) 20 in beds & 2 in Queen Sofa Sleeper. Over 3200 sq feet, 6 Bedrooms, Heated Pool, Elevator & about .3 miles from the beach = Tons of Fun!!! * 6 Bedrooms * 4 Full Baths * Walking Distance to Ocean. * Heated Private Pool. (Free pool Heat :) * Elevator Available: Free use Adults Only. * Free Parking: 4-6 reg cars/mini vans.. LRG SUV's or LRG Vans = 4 parking spots. Note: 2 = garage 4 =driveway.

Top Guest favourite
A serene lagoon scene is presented, featuring calm water bordered by leafy trees. Palm trees stand prominently in the foreground, while charming homes line the water's edge under a clear blue sky, providing a tranquil backdrop.
Home in Hilton Head Island
4.93 out of 5 average rating, 84 reviews

Updated! Sea Pines Lagoon View Oasis

Escape to our family-friendly home in the heart of Sea Pines on Hilton Head Island. Our home features new flooring, windows, and furnishings, a large master retreat with a dedicated workspace, and a fully equipped kitchen. Enjoy al fresco dining with in-table firepit and gorgeous views of the expansive lagoon. Centrally situated in Sea Pines, close to Harbour Town and the Beach Club. We'll help book hassle-free bike rentals, exciting water activities, and access to world-class golf courses.

Guest favourite
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, 5 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 open-concept living space features handmade Saltillo tiles and a vaulted ceiling. A comfortable couch and a fireplace are visible along with a large dining table. A staircase leads to the upper level, enhancing the spacious layout. Sliding glass doors provide access to the outdoor area.
Home in Hilton Head Island
4.98 out of 5 average rating, 107 reviews

Governor’s Quarters Pet Friendly, Fenced in Yard

Welcome to Governor's Quarters- your Luxury Hilton Head Getaway Stay Lowcountry in this stately-designed home. Newly remodeled & fully equipped for your golfer’s retreat or family/friends' coastal vacation. 5 mins from the SeaPines Beach Club and HarbourTown Golf Links and the heated community pool! Located in famous, Sea Pines Resort. Enter the gates of resort living offering trolley rides to local restaurants, premium golf courses, HarbourTown Lighthouse, & most importantly- the beach!

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, 41 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 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 destination for families seeking a luxury Hilton Head escape!

Guest favourite
A spacious living area features a comfortable seating arrangement with a light-colored sofa and chairs. A large television is set on a wooden console. Large windows allow natural light, revealing wooded views outside. A stylish area rug adds visual interest to the tile floor.
Home in Hilton Head Island
4.9 out of 5 average rating, 52 reviews

SeaPines - Pet Friendly, Massive Yard, Free Bikes

Located in beautiful Sea Pines resort, this 4 bed 3 bath sprawling Ranch style home boasts natural wooded views from 2 patios with nice outdoor furniture for relaxing and enjoying the scenery all around you. Beautifully remodeled kitchen 2021. On site community pool and tennis court are less than a quarter mile from the home. Pet friendly, yet immaculately clean, this property offers all the space and comfort you'll need for your next Sea Pines getaway.

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
4.97 out of 5 average rating, 60 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.

Guest favourite
Home in Hilton Head Island
4.95 out of 5 average rating, 19 reviews

4BR | Pool, Spa & Walk to Beach | 32 Baynard Cove

Beautiful 4BR/4BA Sea Pines retreat just 0.5 miles to the beach. Sleeps 10 and features a private pool & spa, two spacious living areas, and a peaceful backyard perfect for relaxing after a day in the sun. Ideal for families and groups, with easy bike access to Harbour Town, South Beach, and scenic trails. Enjoy elevated comfort and signature Beachside HHI hospitality.

Top Guest favourite
Home in Hilton Head Island
5 out of 5 average rating, 32 reviews

Private Pool/Spa | Private Office | Harbour Town

Welcome to SeaClusion, on a dead-end road and surrounded by gigantic live oaks and magnolia trees this sprawling luxury home sits in the heart of an exclusive Sea Pines Community. Enjoy our brand NEW (salted, not chlorinated) pool and spa. Secluded yet central, Harbour Town and the Lawton Stables are just a short walk or bike ride away.

Guest favourite
A private residence is set among tall trees, featuring a spacious patio area with a circular pool at its center. A barbecue grill and poolside loungers are visible, surrounded by natural landscaping, creating a serene outdoor retreat.
Home in Hilton Head Island
4.93 out of 5 average rating, 40 reviews

Starfish Beach House with Pool and Bikes

You will be close to everything in Sea Pines when you stay at this centrally located gem. The house features a pool with spa right off of the bright spacious family room. Totally remodeled kitchen with everything you need. The house has 4 bikes that will let you quickly get to beaches, Sea Pines Plaza and Harbour Town.

Popular amenities for Sea Pines house rentals