Vacation rentals in Sea Pines Plantation

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.

Townhouse in Hilton Head Island

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.

5 out of 5 average rating, 67 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 with light blue chairs surrounds a metal table, offering a serene view of a natural lagoon. The area is softly illuminated with string lights, and tall trees are visible in the background against a twilight sky.

4.96 out of 5 average rating, 82 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!

5 out of 5 average rating, 44 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

A balcony with a table and two chairs overlooks an expansive view of the ocean and sandy beach. The scene includes scattered umbrellas along the shore and palm trees in the foreground, creating a serene coastal atmosphere.

4.9 out of 5 average rating, 121 reviews

Oceanfront, 3rd floor, King Bed

Direct oceanfront! Perfect for a couples get away, week vacation or anything in between. Take a walk across the street to Coligny Square where there are more than 60+ shops and restaurants. Ride your bike on more than 100 miles of trails. Onsite parking, pool and free wifi. Just bring your bathing suit and a towel! We provide the rest for you to have a relaxing vacation; beach chairs, umbrella, cooler, all kitchen spices, a Coffee Bar, shampoo, conditions, body wash and tide pods!

Guest favorite

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!

Superhost

Apartment in Hilton Head Island

4.76 out of 5 average rating, 17 reviews

Five Min Walk to Beach, Ground Floor, No Stairs

You'll love our quiet island retreat in South Forest Beach! Here's why - Ground Floor Unit With No Stairs - Two Off Street Parking Spots Steps From Door - 5 Minute Walk To Beach - King Size Memory Foam Mattress - Washer/Dryer In Unit - Smart TVs In Living Room and Bedroom - Fully Outfitted Kitchen - Pool On Site - Public Bike/Walking Patch Connected to Community - Wifi and Work Station - Steps From Sea Pines Ocean Gate Ready to enjoy island paradise? Book with us today!

A pair of worn flip-flops rests on the soft, white sand of a beach, while gentle waves lap at the shore. In the background, several individuals can be seen enjoying the water under a clear blue sky.

4.95 out of 5 average rating, 137 reviews

KING BED!Ocean View, Free Bikes Poolside 3rd Floor

Pack your flip-flops and get ready for fun—this sunny poolside villa on Hilton Head Island is your ticket to the ultimate coastal escape! Just steps from the beach and the refreshing Atlantic breeze, this vibrant retreat serves up the perfect mix of relaxation, adventure, and ocean views. Start your day with coffee on the balcony, soak up the sun by the pool, then hop on one of our free bikes to cruise the island like a local! The perfect getaway starts right here!

5 out of 5 average rating, 118 reviews

5 Star Location-Harbourtown-Walkable Area

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.

4.97 out of 5 average rating, 30 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)!

An open concept living space features a spacious sectional couch and a coffee table. Large windows allow natural light to fill the room, while wood-paneled ceilings elevate the aesthetic. Artwork depicting serene beach scenes adorns the walls, contributing to a relaxed ambiance.