Vacation rentals in Sea Pines Plantation

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Top-rated vacation rentals in Sea Pines Plantation

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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
4.92 out of 5 average rating, 190 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, 68 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 favorite
A private balcony features blue Adirondack chairs arranged around a metal table, overlooking a natural lagoon surrounded by lush green foliage. Sunlight filters through the trees, enhancing the peaceful ambiance of the outdoor space.
Home in Hilton Head Island
4.96 out of 5 average rating, 83 reviews

Sea Pines Home! Walk to Beach & Pool | Lagoon View

✨Airbnb Guest Favorite✨ 🌴Island Life🌴 Private Bungalow / House Prime Sea Pines location Quick walk to the beach! Steps to pool Charming 3 bed / 2 bath Sea Pines Bungalow on oversized wooded lot! Short walk or bike to beach, next to neighborhood pool. Relax on private balcony overlooking wildlife-filled lagoon. Family friendly with 4 Smart TVs, PS4, and beach gear provided. Private home, peaceful setting, perfect for couples, friends groups & families looking for a great Hilton Head stay!

Guest favorite
An open living space is presented with vaulted ceilings and large glass sliding doors that provide a view of the lush outdoor landscape. A comfortable leather sofa and armchair are positioned around a glass coffee table, with soft lighting from a nearby lamp complementing the inviting atmosphere.
Condo in Hilton Head Island
4.83 out of 5 average rating, 36 reviews

SeaPines - Walk to Beach, Pet Friendly, Free Bikes

SeaPines-Another fantastic hidden gem in the Wildwood Spa neighborhood. Comfortable, clean and bright, this open concept two bedroom villa features a huge screened in porch to enjoy all year long. Vaulted ceilings, recently renovated baths, lovely new flooring, and an on site pool/tennis are just a few key features of this villa. Expanded sleeping options with a sofa sleeper in the loft and two twins in the guest. Golf views, sunny exposure, simple check-in and many complimentary amenities.

Top guest favorite
Home in Hilton Head Island
5 out of 5 average rating, 47 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, 9 reviews

100 Fairway Lane, Sea Pines: A Luxury Villa Stay

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 supported by your personal property concierge, available 24/7. STR Permit Number: 075152

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 Hilton Head Island
4.94 out of 5 average rating, 71 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.

Guest favorite
A modern living area features a spacious beige sofa and two gray armchairs, arranged around a coffee table set with snacks and wine. A large television hangs on the wall opposite a window, showcasing views of a serene lagoon and golf course.
Condo in Hilton Head Island
5 out of 5 average rating, 7 reviews

79 Fairway Ln Villa @ Sea Pines | Golf Views

Indulge in elevated coastal living at 79 Fairway Lane Villa, nestled within the tranquil ambience of Sea Pines Resort. Embrace captivating golf views across lush Lowcountry lagoon from every corner of this unique home. Recharge in 3 spacious King En-Suites or venture forth to explore the resort's myriad offerings—from pristine beaches just .2 miles away to world-class amenities like tennis and golf. Experience pure bliss on your Hilton Head Island getaway & Learn More Below!

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, 31 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
Treehouse in Hilton Head Island
5 out of 5 average rating, 4 reviews

Waterfront Tree House | HT Pool | Private Office

One of our newest homes, see our over 1000 *5*-star reviews. Calibogue Escape-Harbour Town Treehouse in Sea Pines Sailboats, Dolphins, Sunsets, what else could you ask for? This treehouse offers floor-to-ceiling windows with unparalleled views and the perfect setting for a perfect escape. Located on a dead-end street on Deer Island, just steps from Hilton Head’s Harbour Town and the Yacht Basin, this hideaway could not be more perfect.

Top guest favorite
An open concept living area showcases wood-paneled ceilings and large windows, allowing natural light to fill the space. A sectional couch faces a TV, while a wooden dining table is set for meals. Sliding glass doors open to views of the backyard.
Home in Hilton Head Island
4.97 out of 5 average rating, 58 reviews

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.

Guest favorite
A serene outdoor area features a private pool surrounded by a stone patio. Lush greenery and palm trees offer shade and privacy. A lounge chair rests nearby, with potted plants adding touches of color. The home is adorned with light-colored siding and opens to a second-level balcony.
Home in Hilton Head Island
4.92 out of 5 average rating, 12 reviews

2-minute walk to beach with private pool!

🏆We're a Superhost located in Hilton Head Island with 700+ fantastic property reviews. Voted LowCountry's Best year after year, your group is sure to enjoy your next Hilton Head Island escape in this stunning property. 🏝️ 2 - Minute Walk to the Beach | Private Pool & Backyard | 3rd Row Ocean Home ⛳️ Save even more when you book 2 Wanderer Lane and receive $300 in complimentary daily activities!

Popular amenities for Sea Pines Plantation vacation rentals