Vacation rentals in Sea Pines Plantation

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Top-rated vacation rentals in Sea Pines Plantation

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Guest favorite
The bungalow is surrounded by tall pine trees and lush greenery, featuring a welcoming front entrance with a set of stairs leading to the porch. The exterior showcases a combination of wood paneling and lattice work, enhancing the home’s connection to its natural surroundings.
Bungalow in Sea Pines
4.89 out of 5 average rating, 90 reviews

NewlyRenovated QuietOasis in SeaPines, PetFriendly

Welcome to our 2 bed, 2 bath bungalow located inside the gates of beautiful Sea Pines. The home offers 1 king, 1 queen, & 1 queen sleeper sofa. Just a short 7-10 min walk down a shaded path to the beach and a short walk to the pool. The home is backed to a quiet lagoon in the Night Heron area where the homes are nestled into the pine trees & lush green landscapes. The surrounding canopy provides nice shade to relax on the spacious screened porch. EV charging station next to 2 car parking area.

Top guest favorite
A cozy living room features a modern fireplace and a large flat-screen TV mounted on the wall. Light enters through expansive sliding glass doors, leading to a deck. Comfortable seating is arranged around a circular coffee table, with decorative pillows adding subtle touches.
Townhouse in Sea Pines
4.91 out of 5 average rating, 195 reviews

Ocean Gate 13 Walk to beach villa with pickleball

This villa is perfect for the family beach vacation! We have little ones ourselves, so we've got all the gear needed to make this a comfortable and relaxing stay. We LOVE this villa because of its screened in porch, FREE TENNIS, and proximity to the beach. The screened in porch allows you to enjoy breakfast and happy hour free from mosquitoes and close enough to hear the waves! The beaches are far less crowded than other areas of the island, and it's very close to Sea Pines and Coligny Plaza.

Top guest favorite
A spacious living area is filled with natural light, featuring large glass doors that lead to a private deck. Comfortable seating includes a sectional sofa and a recliner. Neutral tones are complemented by subtle decorative elements, creating a relaxing environment for gathering.
Townhouse in Sea Pines
5.0 out of 5 average rating, 72 reviews

Next to Sea Pines - Quiet villa 700 steps to beach

2 BR +Den -2.5 bath Private deck overlooking pool and FREE tennis/pickleball court. Right on bike path right across street from beach path- only 700 steps to beach! 2 dedicated parking spots. Ocean gate is a hidden gem -right next to S. entrance of Sea Pines. Living Room - 55 Inch smart tv! Master w king +walk in shower ensuite. 2nd BR has a queen and twin Twin daybed in den. 2 story taxes 10 % on top of base plus clean fee no pets per HOA Pool Open from April to October Hh STR 026833

Guest favorite
The exterior of the villa features a modern design with natural wood siding. A spacious deck is adorned with a railing and small plants, providing a welcoming entrance. Large windows allow natural light into the home, surrounded by lush greenery.
Bungalow in Sea Pines
4.98 out of 5 average rating, 134 reviews

Sea Pines Resort, 5 Minute Walk to the Beach!

Completely renovated AMAZING villa.This 1 bedroom 1 bath villa is a short 5 min.(400 yards ) walk to the stunning beach!The master bedroom has a king bed and the living room sofa is queen sleeper.The kitchen is updated with stainless steel appliances and a beautiful oyster shell chandelier hangs over a 4 seat dining table.Enjoy your time on large screened in porch with privacy shades that overlooks a small lagoon & enclosed outdoor shower.Free Amazon Prime and HBO.Private pool for guests

Top guest favorite
The treehouse-style villa is nestled among lush greenery, showcasing a blend of natural elements. Large windows reflect the surrounding foliage, and the elevated structure is supported by sturdy columns. The surrounding palm trees and dense vegetation create a serene and secluded environment.
Treehouse in Sea Pines
4.94 out of 5 average rating, 80 reviews

Sea Pines Villa•Steps to Beach•Coffee Bar•King Bed

Located in the revered Sea Pines neighborhood of Hilton Head Island, Heron’s Nest is a memorable and well appointed 3 BR / 2 BA treehouse-style loft villa. Due to its private access and close proximity to world-class beaches and golf courses, Heron’s Nest commonly welcomes beachgoers, golfers, nature-lovers, and artists from all over the world. Enjoy the unmatched proximity to Hilton Head's most popular attractions within the peaceful confines of the Sea Pines resort community.

Superhost
An open living area is highlighted by natural light from multiple skylights and large windows. Two canvas sofas and chairs are arranged around a small table, while a flat-screen TV is mounted on a white wall. Stairs lead to a bright hallway and additional living space.
Home in Sea Pines
4.87 out of 5 average rating, 54 reviews

Classic Hilton Head Beach Cottage

This former artist's home and studio has been transformed into a wonderful South Forest Beach, seaside cottage -- just a five-minute walk to the beach. It is the perfect, private setting for your relaxed family vacation. By day, recline in Adirondack chairs on a new, 800-square-foot private deck and pool area shaded by palm trees and towering sea pines. By night, have a family barbecue under the stars. Why rent a condo when you can have a private beach home with pool?

Top guest favorite
The exterior of the two-story villa showcases a modern design with a light-colored façade and multiple windows. A welcoming entrance is framed by manicured shrubs and greenery, creating an inviting approach. A short pathway leads to the main door, highlighting the tranquil surroundings.
Home in Sea Pines
4.97 out of 5 average rating, 35 reviews

Ocean Gate Hideaway! 7 min walk to the beach

Ocean Gate Hideaway is the perfect place to stay during your next Hilton Head Island vacation! This 2-bedroom, 2.5 bath two-story villa is located in a quaint, 15-villa community providing a quiet and peaceful experience during your stay. This hideaway is located only a 7-minute walk to the beach, a 10-minute bicycle ride to Coligny Plaza and is just outside the Sea Pines entrance (note this property is not in Sea Pines, just next door)! STR rental permit: 073642

Guest favorite
Home in Hilton Head Island
5.0 out of 5 average rating, 6 reviews

4BR Coastal Elegance Chef’s Kitchen Steps to Beach

Willoughby House is a newly built luxury coastal retreat just a 3-minute walk from the beach. This spacious 4-bedroom, 3.5-bath home features designer coastal interiors, a gourmet chef’s kitchen, elegant dining for 10+, and a refined family room with fireplace and TV. Enjoy a main-level primary suite, multiple indoor and outdoor living spaces, resort-style amenities, and seamless beach access—perfect for upscale family and group getaways.

Guest favorite
A spacious living area is highlighted by vaulted ceilings and natural light streaming through plantation shutters. Comfortable seating arrangements are created with light-colored sofas adorned with decorative pillows. A prominent fireplace is complemented by built-in shelves displaying books and decorative items.
Home in Sea Pines
4.88 out of 5 average rating, 73 reviews

SeaPines - Private Beach Path, Private Pool, Bikes

This beautiful 3-4 bedroom home features its own private pool and a quiet little path to a semi-private section of Hilton Head's famous white sand beach. Enjoy the beautiful outside deck space when relaxing or entertaining. The open floor plan, fully equipped kitchen and tasteful updates make this property ideal for family vacations or travelling with friends. All new hardwood floors make this an ideal pet friendly retreat.

Top guest favorite
Home in Sea Pines
5.0 out of 5 average rating, 7 reviews

Sea Pines · Walk to Beach · Lagoon Deck · 3BR

Heron's Haven is the quiet side of Sea Pines — a very short walk from the sand, a one-minute stroll from a near-private neighborhood pool, and a half-mile pedal from the marshes of the Forest Preserve. Three bedrooms, a lagoon-view deck, and room for up to ten mean the whole family (four-legged members included) can spread out and slow all the way down. **Newly renovated with love by experienced Airbnb Superhosts!

Top guest favorite
The bungalow is nestled among lush greenery and tall trees, surrounded by a natural environment. Palm leaves frame the structure, and a small deck is visible at the front, inviting warmth and privacy in this woodland setting.
Bungalow in Sea Pines
4.95 out of 5 average rating, 129 reviews

Closest to Beach Path, Screened Porch, 1 dog ok

Wonderful Single Sea Pines Bungalow for 2 people. Walk 5 min on beach path. Excellent location; ride bikes to Harbor Town, Beach Club, Coligny Plaza, No elevator or parking lots! Grill out on deck. 50" TV ; screened-in porch. Walk to best beach on island, no hotels. Swimming pool onsite. Equipped Kitchen with Cooktop, Dishwasher, Refrigerator. We allow 1 dog.. under 30lbs. 4 night min bookings.

Guest favorite
Home in Sea Pines
4.88 out of 5 average rating, 8 reviews

Steps to Beach | Pool & Spa | Sleeps 12

Dream Catcher is a 5-bedroom Sea Pines retreat that sleeps 12 and sits just steps from the beach. This second-row home features a private pool and spa, two separate living areas, multiple outdoor gathering spaces, and glimpses of the ocean from select rooms. With parking for 5 cars and space designed for groups, it’s the perfect setting for a relaxed Hilton Head getaway.

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