Vacation rentals in Sea Pines

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Top-rated vacation rentals in Sea Pines

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Superhost
A spacious living area is visible, featuring two comfortable sofas and a coffee table. Large glass doors provide a view of the serene wooded surroundings, which enhances the natural light in the room. A wall-mounted television is positioned near a mirrored wall, adding depth to the space.
Condo in Hilton Head Island
4.78 out of 5 average rating, 55 reviews

SeaPines - Amazing Total Remodel, Pet Friendly

Space, function and style are on point in this beautifully remodeled two bedroom loft villa in Wildwood Spa. Take in the serene and private wooded view from the sliders of this two story gem in Sea Pines. Every surface touched- all new kitchen, baths, furniture, flooring, paint, appliances! Featuring a unique floorplan with both a living and family room, plus a loft, makes 604 Wildwood the most spacious in the neighborhood. Pet friendly, comfortable and centrally located-don't miss this one!

Superhost
Home in Hilton Head Island
5 out of 5 average rating, 3 reviews

Sea Pines | Golf Views + Pool | Pet Friendly

Welcome to your Sea Pines retreat overlooking the iconic Harbour Town Golf Links. This pet-friendly home comfortably sleeps up to 15 guests and offers a private pool, spacious deck, and inviting outdoor living for relaxing and gathering. Inside, enjoy a chef’s kitchen and bright, comfortable spaces designed for easy group stays. Just a short bike ride or drive to the beach, with trails, golf, and dining nearby, this home blends comfort, location, and Lowcountry charm for a memorable getaway.

Top guest favourite
Apartment in Sea Pines, Hilton Head Island
5 out of 5 average rating, 15 reviews

Sea Pines Condo, 1 Bdrm/1Ba w/Bikes! Pets welcome!

Perfectly situated in the heart of Sea Pines, this first floor, one bedroom fully renovated condo sleeps 2-4 guests and is an absolute gem! The Villa is pet-friendly and offers convenient access to on site private tennis courts and swimming pool. The Sea Pines Resort offers three championship golf courses, including the legendary Harbour Town Golf Links — home of the PGA TOUR's RBC Heritage. A very easy walk or bike ride to the beach, Harbour Town, shops and restaurants.

Superhost
A cozy living area features a light-colored sofa and armchairs arranged around a coffee table, with a flat-screen TV mounted on the wall. Large sliding glass doors provide views of the outdoor space, while soft lighting creates an inviting ambiance.
Home in Hilton Head Island
5 out of 5 average rating, 6 reviews

Hilton Head Sea Pines Golf Villa Near Beach

🏆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. 🏝️ Atlantic Dunes Golf Course | 4-minute bike ride or less than 10 minute walk to Sea Pines Beach Club ⛳️ Save even more when you book 38 Lighthouse Road Villas and receive $300 in complimentary daily activities! *Short Term Rental Permit #30180

Top guest favourite
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.
Condo in Hilton Head Island
4.95 out of 5 average rating, 136 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!

Top guest favourite
Condo in Hilton Head Island
5 out of 5 average rating, 116 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.

Top guest favourite
Condo in Hilton Head Island
4.98 out of 5 average rating, 196 reviews

Heart of Harbour Town - Beach | Pool | Golf | 2BR/

In the Heart of Harbour Town Experience the best of Harbour Town living with exquisite harbour views in this recently updated 2 BR / 2.5 BA end unit just steps away from the waterfront. Villa is a short walk to pool, the pristine Harbour Town Golf Links, and the Sea Pines Trolley -- offering complimentary seasonal transport. Recently renovated with gourmet kitchen, elegant living area, and outdoor dining. Sleeps 8. Includes Harbour Town pool passes.

Top guest favourite
Condo in Hilton Head Island
5 out of 5 average rating, 37 reviews

Spacious Harbor Town Condo!

Your perfect vacation begins when you walk out the door of this newly renovated condo into the Harbour Town marina with its boutique shops, gourmet restaurants, racquet club offering tennis and pickleball, famous PGA tournament golf course, and the iconic red and white lighthouse. The spacious 1-BR sleeps up to four guests. The master bedroom has a King-size bed and a large picture window that comes with blackout curtains for late sleepers.

Top guest favourite
Condo in Hilton Head Island
4.94 out of 5 average rating, 143 reviews

Subtropical Stunner-King bed & bikes! Central Air!

Wake up to breathtaking ocean views in this beautifully renovated 3rd-floor villa, the perfect escape for two. Enjoy an open-concept design with a plush King bed, cozy Queen sleeper, a fully equipped modern kitchen, and a spa-style walk-in shower. Sip coffee on your private balcony, stroll the beach just steps away, or bike to nearby shops and restaurants — beach chairs and bikes included for your adventure.

Top guest favourite
A cozy balcony setting is pictured, featuring comfortable seating and a view of the scenic marina. The iconic Harbour Town Lighthouse stands in the background, accompanied by moored boats and lush greenery along the waterfront. Bright blue skies enhance the tranquil atmosphere.
Condo in Hilton Head Island
4.96 out of 5 average rating, 28 reviews

MyStay at 1027 Caravel Ct.-Lighthouse View & Pool!

Harbour Town villa with direct views of the iconic lighthouse and marina. This updated 2BR retreat features luxury vinyl flooring, stainless steel kitchen, private balcony, and elevator access. Walk to dining, shopping, golf, and the Harbour Town Pool. Located inside gated Sea Pines with two gate passes included. Premier views, unbeatable location, elevated MyStay hospitality. Sleeps 6.

Guest favourite
Home in Hilton Head Island
4.94 out of 5 average rating, 34 reviews

Pet-Friendly with Pool & Fenced Yard, Sleeps 8

Cotton Cottage is a 3-bedroom Sea Pines home that sleeps 8 and sits just 0.8 miles from the beach. Located on a quiet cul-de-sac street in Lawton Woods, this pet-friendly retreat features a rare fully fenced backyard, private heated pool, and outdoor living with a solo stove and TV—perfect for families and guests traveling with dogs.

Top guest favourite
A tranquil marina view is presented, featuring numerous boats docked peacefully. The iconic Harbour Town lighthouse stands in the background, complemented by green trees and a clear blue sky. A balcony railing frames the scene, emphasizing the inviting outdoor setting.
Condo in Hilton Head Island
4.95 out of 5 average rating, 193 reviews

Harbour Town Paradise! Amazing Sunset Views

Our home overlooks the picturesque Harbour Town marina and lighthouse in Sea Pines on Hilton Head Island. This special place is close to everything, making it easy to plan your visit. Whether your passion is dining, night life, golf, tennis, shopping, jet skiing, biking, hiking, or beach life, our home is convenient to all of it.

Popular amenities for Sea Pines vacation rentals