Holiday rentals in Sea Pines Plantation

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Top-rated holiday rentals in Sea Pines Plantation

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Top guest favourite
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, 181 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 favourite
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, 62 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 unit. taxes 10 % on top of base plus $170 cleaning fee no pets per HOA Pool Open from April to October

Guest favourite
A welcoming cottage is nestled among lush greenery, surrounded by tall trees and a carpet of pine needles. A pathway leads up to the entrance, featuring a covered porch with railing and large windows that provide natural light and views of the serene woodland.
Cottage in Hilton Head Island
4.89 out of 5 average rating, 54 reviews

Hilton Head Beach Getaway, 2 Bedroom beach house

You’ll find peace, tranquility and days of fun when you vacation at 4 Night Heron on Hilton Head Island. This cottage is located within the Sea Pines gated community and is a beautiful, short walk to the beach. A sparkling swimming pool is located steps away and is exclusive for Night Heron guests only to enjoy. Within Sea Pines Plantation you have so many amenities for the entire family to enjoy including restaurants, golf courses, stables and petting zoo and miles of hiking and bike riding.

Guest favourite
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, 124 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 favourite
Home in Hilton Head Island
5 out of 5 average rating, 25 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.

Guest favourite
The outdoor space features a year-round heated pool surrounded by lush greenery, with a clear view of the ocean. Umbrellas offer shade over picnic tables, while tall trees enhance the serene atmosphere of the beachside setting.
Villa in Hilton Head Island
4.96 out of 5 average rating, 109 reviews

Oceanfront Scandi Oasis Amazing View & Heated Pool

Villa Aalto is a new Scandinavian style oceanfront oasis created for ease and relaxation throughout your beach vacation. The streamlined interior offers high-end finishes and luxurious hotel-like amenities, with a fully functional kitchen and serene living area overlooking the ocean. The year-round heated pool and private path to the beach make for stress-free days, but the close proximity to Coligny allows you to bike to restaurants, playgrounds and shops within minutes as well.

Top guest favourite
A living area features a leather recliner sofa and a cozy woven coffee table. A light-colored accent chair and a lamp are positioned nearby. A television is mounted on a decorative cabinet, and three framed art pieces are displayed on the wall above.
Apartment in Hilton Head Island
4.98 out of 5 average rating, 136 reviews

1st Floor, 1 BR Condo - Steps to Beach and Pool!

Renovated 1st floor, 1 BR getaway located across the street from the beach! Private deck overlooks community pool just steps from back door. Great location - plenty of restaurants, bars, shopping and grocery stores nearby. New appliances, smart TVs in living area and bedroom (cable in living room). Bedroom has a queen-size bed and brand new leather recliner sofa in the living room. Rental includes 2 beach chairs, cart and umbrella. Absolutely no pets and no smoking allowed.

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
4.86 out of 5 average rating, 50 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?

Luxe
Home in Hilton Head Island
5 out of 5 average rating, 7 reviews

100 Fairway Lane: Sea Pines

Welcome to all NEW BESTNEST/Luxe: An Elevated Experience in Vacationing, and our newest Luxe property at Unit 100 Fairway Lane Villas in Sea Pines. (200 Fairway Lane 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.

Top guest favourite
Apartment in Hilton Head Island
5 out of 5 average rating, 107 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.

Superhost
An open living area showcases a soft, L-shaped couch and a round coffee table. A dining area with white furniture is visible next to a fully equipped kitchen featuring stainless steel appliances and mosaic tile backsplash. Natural light filters through a nearby window, highlighted by ceiling fans.
Apartment in Hilton Head Island
4.83 out of 5 average rating, 12 reviews

Coastal Escape D4 | Walk to Beach & Coligny Plaza

Experience the best of Hilton Head Island at Cordillo Cabanas D4. This professionally updated, ground-floor condo offers a seamless blend of modern style and coastal comfort. Just an 8-minute walk from the beach and 1.5 miles from Coligny Plaza, you are perfectly positioned for sun, surf, and island dining. Enjoy a fully equipped kitchen with stainless steel appliances, a plush king suite, and direct access to bike paths and a community pool.

Top guest favourite
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, 119 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.

Popular amenities for Sea Pines Plantation holiday rentals