House holiday rentals in Sea Pines

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.

*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!

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.

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.

Sea Pines | Golf Views + Pool | Pet Friendly

Welcome to your Sea Pines retreat overlooking the iconic Harbour Town Golf Links. This pet-friendly home comfortably sleeps up to 15 guests and offers a private pool, spacious deck, and inviting outdoor living for relaxing and gathering. Inside, enjoy a chef’s kitchen and bright, comfortable spaces designed for easy group stays. Just a short bike ride or drive to the beach, with trails, golf, and dining nearby, this home blends comfort, location, and Lowcountry charm for a memorable getaway.

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!

Wren's Nest - 4BR SeaPines Retreat+Backyard Oasis

Welcome to Wren's Nest, a luxurious Sea Pines retreat. Just steps to private beach access, this stylish 4BR home blends coastal elegance with family-friendly comfort. Enjoy a secluded backyard oasis with a waterfall pool, large screened-in porch, and space to unwind. Walk or bike to South Beach, shops, restaurants, and miles of scenic Hilton Head trails. Bring the entire family, leave with memories of a lifetime. Beach chairs, wagon, and umbrellas included. Pets welcome.

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.

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

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.

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.

Sea Pines Home - Family Friendly, Great location!

This beautifully updated home is centrally located in the Greenwood Forest section of Sea Pines. This home features 3 bedrooms and 2 full baths. This home allows quick access to all of the amenities of Sea Pines while still providing privacy and serenity for a relaxing stay.