Vacation rentals in Sea Pines Plantation

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Sea Pines Plantation

Guests agree: these stays are highly rated for location, cleanliness, and more.

1 of 1 pages1 / 1
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 Hilton Head Island
4.91 out of 5 average rating, 193 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 Hilton Head Island
5 out of 5 average rating, 70 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 Hilton Head Island
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
Home in Hilton Head Island
5 out of 5 average rating, 51 reviews

Sea Pines Hut, 5-min Stroll to Ocean, Dog Friendly

Ocean, serene, luxury! Awaken your senses in this cottage surrounded by natural beauty of pines, pond, and blue herons. 5 min walk to Sea Pines pristine beach. 2-mile bike to the beach club and Nature Reserve full of wildlife. Luxurious interior and cozy outdoor porch, plush king bed, queen sofa bed sleep 4. cathedral ceiling, dog friendly, free bikes, beach chairs and cart, perfect for couples, solo travelers, or small families looking to create a luxurious Hilton Head Island experience.

Luxe
Villa in Hilton Head Island
5 out of 5 average rating, 3 reviews

63 Fairway Lane, Sea Pines: A Luxury Villa Stay

Welcome to BESTNEST/Luxe: An Elevated Experience in Vacationing, and our Luxe property at 63 Fairway Lane Villas in Sea Pines (13 Lawton Drive, Unit 63 for mapping). Enjoy the ultimate in vacation rental accommodations on Hilton Head Island, featuring a carefully curated collection of homes and villas, chosen with the discerning traveler in mind, fabulously stocked, outfitted, and equipped, and supported by your personal property concierge, available 24/7. STR Permit Number: 075908

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 Hilton Head Island
4.87 out of 5 average rating, 52 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?

Superhost
A private outdoor space features a stone-paved terrace with a heated pool and spa. Surrounding the area, lush landscaping creates a tranquil atmosphere. Lounge chairs are positioned for sunbathing, while a dining table offers an inviting setting for outdoor meals.
Home in Hilton Head Island
4.8 out of 5 average rating, 10 reviews

Luxury 2nd Row Home w Pool & Spa | Sleeps 10

Welcome to your South Forest Beach escape, just a 1-minute walk to the sand. This inviting coastal retreat blends comfort and style, featuring a private yard, heated pool, and relaxing spa. Designed for easy living, the home offers bright, welcoming spaces perfect for families and groups. Spend your days at the beach, unwind poolside, or explore nearby Coligny Plaza. With an unbeatable location and laid-back vibe, this home is made for effortless, memory-filled stays.

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 Hilton Head Island
4.97 out of 5 average rating, 34 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

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

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 Hilton Head Island
4.95 out of 5 average rating, 128 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 Hilton Head Island
5 out of 5 average rating, 22 reviews

Private Oasis w/ Pool ~ Pet Friendly ~ Fenced Yard

Barefoot Bungalow is an upscale 3 bedroom Sea Pines retreat that sleeps 6 and sits just 0.8 miles from the beach. This boutique-style home features a fully fenced yard, heated pool ($50/night), year-round spa, and elevated coastal finishes.

Guest favorite
Home in Hilton Head Island
4.92 out of 5 average rating, 13 reviews

40 Night Heron-2 bd, hot tub, 5 min walk to beach

Tucked away at the end of a private cul-de-sac in the serene Night Heron community, this charming 2-bedroom, 2-bathroom cottage offers a peaceful Hilton Head escape surrounded by lush natural beauty

Popular amenities for Sea Pines Plantation vacation rentals