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
Home in Hilton Head Island
5 out of 5 average rating, 87 reviews

Sea Pines house ~ Golf Sim / Putting Green / Games

Town of Hilton Head Island STR Permit Number: 064406 Centrally located in Hilton Head Island just within the gates of Sea Pines, with golf simulator, outdoor putting green, 2 game rooms, and a backyard area with games, outdoor dining, fire table & seating, this home is a one-of-a-kind experience. Sleeping up to 10 guests (2 kings and 4 doubles), this luxurious space will offer unparalleled comfort, amenities, and the perfect location for you to use as your central base to enjoy the best of HHI.

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

Top guest favorite
A bright dining area offers a view of the ocean through open doors leading to a private beachfront balcony. Coastal décor is present on the round table, complemented by neutral tones and natural light streaming in from the outdoors.
Condo in Hilton Head Island
4.97 out of 5 average rating, 354 reviews

Oceanfront KING BED 65"TV Beach Bar Pickleball GYM

PANORAMIC OCEANFRONT VIEW THE MOMENT YOU OPEN THE DOOR! Beachfront Balcony Watch Sunrise/Hear Waves 1 min to Beach Boardwalk! Beachfront Pool, Tiki Bar & Grille FREE Pickleball, Tennis & Gym HGTV Designer Renovation Two 65" SmartTVs KING BED Expanded Bedroom Blackout Sleeping Marble Spa Bath Coastal Décor Full Kitchen Beach Chairs, Boogie Boards, Ice Chest & More RESORT Bike Rentals on Site 4 Beach Boardwalks 3 Restaurants Beach Bar/Sports Bar Gated 24/7 Security Seasonal Island Trolley Stop

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, 10 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
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.
Condo in Hilton Head Island
4.97 out of 5 average rating, 151 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.

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.

Popular amenities for Sea Pines Plantation vacation rentals