Holiday rentals in Sea Pines

A spacious living area is visible, featuring two comfortable sofas and a coffee table. Large glass doors provide a view of the serene wooded surroundings, which enhances the natural light in the room. A wall-mounted television is positioned near a mirrored wall, adding depth to the space.

4.78 out of 5 average rating, 55 reviews

SeaPines - Amazing Total Remodel, Pet Friendly

Space, function and style are on point in this beautifully remodeled two bedroom loft villa in Wildwood Spa. Take in the serene and private wooded view from the sliders of this two story gem in Sea Pines. Every surface touched- all new kitchen, baths, furniture, flooring, paint, appliances! Featuring a unique floorplan with both a living and family room, plus a loft, makes 604 Wildwood the most spacious in the neighborhood. Pet friendly, comfortable and centrally located-don't miss this one!

A spacious home is surrounded by lush greenery, featuring large windows that provide ample natural light. The deck, accessible via steps, includes a yellow umbrella for shade, while the well-maintained lawn adds to the home's inviting outdoor space.

5 out of 5 average rating, 5 reviews

Sea Pines/Sleeps 10/BeachGear/4Bikes/Pet Friendly!

Welcome to Acorn Ln ☀️ 400mbs Wifi Speed in entire house We are PET FRIENDLY! 🐶 Table top Arcade!! Enjoy fresh upgrades including new bedroom flooring. See pics at end on listing. Just minutes from the Sea Pines gate, with easy access to Sea Pines beach & Coligny Beach. We provide 6 beach chairs, A full size beach wagon, an umbrella & 10 beach towels for your group. Lots of amenities Hop on the nearby trolley—no parking stress! Relax at the beach, golf, kayak, or spot dolphins.

Superhost

A spacious screened-in porch features a wooden dining table set for six, adorned with blue glasses and a bowl of fruit. Comfortable seating options include two sun loungers and a soft couch, all surrounded by views of lush greenery and a peaceful lagoon.

5 out of 5 average rating, 4 reviews

1 Catbird @Sea Pines | Golf Views | Steps To Beach

HOST & HOME presents…1 Catbird in Sea Pines Resort! Welcome to your front-row seat to island living. Perfectly positioned along the second fairway of Atlantic Dunes Golf Course, this spacious retreat offers four private King Suites, a fully loaded Game Room, and serene lagoon views — all just a 4-minute walk to the beach and a quick 10-minute drive to Harbour Town for dining, shopping, and waterfront sunsets. Whether you’re planning a golf getaway, family reunion, or multi-couple escape!

Flat in Hilton Head Island

The living room features ample seating with two sofas and a flat-screen TV placed against a light wall. Large glass doors lead to a sunroom, inviting natural light. A coffee table sits in the center of the room, enhancing the open concept design.

4.87 out of 5 average rating, 38 reviews

Great Find! Walk to Beach, Golf & Dining!

Relax with the whole family at this peaceful place to stay half mile from beach. This clean and comfortable villa is the perfect vacation escape! 11 Lighthouse Road, Villa 24 is a two bedroom villa nestled near Sea Pines Beach Club, Heron Point & Atlantic Dunes Golf Courses, bike trails and restaurants. Just a half mile from the beautiful beach, this villa has everything you need for an enjoyable stay with access to all that Sea Pines Resort and Hilton Head Island have to offer.

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.

5 out of 5 average rating, 30 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!

5 out of 5 average rating, 6 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.)

5 out of 5 average rating, 109 reviews

5 Star Location-Pool, Walk to Dining/Shops/Marina

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.

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.

4.98 out of 5 average rating, 98 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. Minutes from the SeaPines Beach Club and HarbourTown Golf Links. 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!

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!

A spacious master bedroom features a King-size bed with white linens and soft gray accents. Natural light enters through a large window covered by sheer curtains. A wooden dresser and artwork add a touch of warmth to the neutral-toned space.

5 out of 5 average rating, 32 reviews

Spacious Harbor Town Condo!

Your perfect vacation begins when you walk out the door of this newly renovated condo into the Harbour Town marina with its boutique shops, gourmet restaurants, racquet club offering tennis and pickleball, famous PGA tournament golf course, and the iconic red and white lighthouse. The spacious 1-BR sleeps up to four guests. The master bedroom has a King-size bed and a large picture window that comes with blackout curtains for late sleepers.

Superhost

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.

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.