Condo vacation rentals in Sea Pines

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Top-rated condo rentals in Sea Pines

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Guest favorite
A spacious living area features a bright and airy ambiance with two comfortable sofas and an armchair arranged around a coffee table. A large sliding glass door creates a connection to the outdoors, offering views of the lush surroundings. A dining area with bar stools is visible in the background.
Condo in Hilton Head Island
4.73 out of 5 average rating, 116 reviews

Lovely Villa in Sea Pines Hilton Head

🌊 🌴 Location, location, vacation! Welcome to your dream getaway in Bluff Villas, where everything you love about Hilton Head is just steps away. This sunny and spacious 2-bedroom, 2-bath condo is perfectly situated just a minutes walk to the beach, South Beach Marina, the iconic Salty Dog Café, and the South Beach Pool (reopening Summer 2025)! Relax on your private patio overlooking Braddock Cove, unwind in the updated living space, or take a quick stroll to grab an ice cream by the harbor.

Top guest favorite
A living area is characterized by a comfortable seating arrangement, featuring a light-colored sofa and a patterned armchair. A wooden coffee table is placed centrally, and a television is mounted above a decorative fireplace. Large windows provide views of the outdoor deck and surrounding greenery.
Condo in Hilton Head Island
4.98 out of 5 average rating, 133 reviews

1BR/2BA condo w/private beach access in Shipyard

This large, tastefully decorated 1BR / 2BA condo, located in Shipyard, has everything you need to kick back with family or friends. Enjoy a morning coffee or evening cocktail on the large wrap around deck. Spacious and comfortable master bedroom with king bed, walk-in closet, en-suite bath, and seating area. Fully equipped kitchen with an adjacent seating area for six. Queen sleeper sofa in the living room and second full bath with shower. In unit washer/dryer. Clean fee includes 1 car pass.

Top guest favorite
A light-filled living area features a white sofa complemented by a blue accent chair. A decorative table with a tray of flowers and a plush area rug enhances the space. Large glass doors open to a balcony, offering expansive views of the ocean.
Condo in Hilton Head Island
4.98 out of 5 average rating, 163 reviews

My Blue Heaven, Direct Ocean Front View

Welcome to our ocean front rental, a haven for couples seeking a romantic and stylish getaway. With its breathtaking ocean view, five-star reviews, and recent remodel in 2023, this rental promises an unforgettable experience. Our guests have praised the attention to detail, the stunning view, and the overall ambiance of the space. Rest assured that your stay will be nothing short of extraordinary. Step out onto the balcony and take in the fresh sea breeze as you relax in the swinging chair.

Guest favorite
A clear view of the ocean is visible from the balcony, showcasing a sandy beach lined with colorful umbrellas. Gentle waves roll onto the shore, and distant figures can be seen enjoying the beach. Lush greenery frames the foreground, enhancing the coastal scene.
Condo in Hilton Head Island
4.89 out of 5 average rating, 114 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!

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
4.98 out of 5 average rating, 140 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
Condo in Hilton Head Island
5 out of 5 average rating, 111 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.

Guest favorite
The living area is furnished with a spacious sectional sofa, accented by decorative pillows and a cozy throw. A large television is mounted on the wall, and floor-to-ceiling windows provide an ocean view, allowing natural light to fill the room.
Condo in Hilton Head Island
4.94 out of 5 average rating, 117 reviews

Ocean Views at Villamare, Right on the Beach!

Read our reviews! We strive to provide an unforgettable Hilton Head experience in our updated villa with ocean views, comfortable lounging, plush beds, well-appointed kitchen and 500+Mbps WiFi! Our bright, open living space features floor-to-ceiling windows overlooking the pool, beach and the Atlantic Ocean! The living room sectional expands into a massive lounger for all! Have a big group? We also offer the immediately next-door unit, identical to this one!

Top guest favorite
An outdoor dining area is shown, featuring a round table with six ornate metal chairs. A large red umbrella provides shade, and lush greenery and a view of the marina are visible in the background.
Condo in Hilton Head Island
4.98 out of 5 average rating, 189 reviews

Heart of Harbour Town - Beach | Pool | Golf | 2BR/2.5BA - Pool Access

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.

Guest favorite
A cozy living area features a green sofa adorned with patterned cushions, accompanied by two stylish armchairs. A wooden coffee table sits at the center, with decorative elements including a bowl. Artistic nature-themed prints are displayed on the walls, and natural light fills the space through sliding glass doors.
Condo in Hilton Head Island
4.89 out of 5 average rating, 131 reviews

Sunny Treetop Getaway w/ tennis and pickleball

Welcome to the Sunny Treetop Getaway on Hilton Head Island! This recently renovated condo offers south-facing sunshine and treetop views. The 3rd floor walk-up unit is centrally located between the beach and popular attractions. Amenities include tennis/pickleball courts, a pool, and parking for 2 vehicles. There are bicycle paths and even a free trolly to help you explore everything the island has to offer! Short Term Rental Permit No. 044080

Top guest favorite
A spacious living area features a large sectional sofa with throw pillows and a cozy blanket. Natural light enters through large windows, illuminating the room. A coffee table sits in the center, complemented by a small side table, while soft lighting is provided by floor and table lamps.
Condo in Hilton Head Island
4.99 out of 5 average rating, 140 reviews

Walk to Ocean | Pool | Large Bedrooms | Sea’Esta

Please see our almost 1000 5-star reviews at our other properties. This spacious completely remodeled, top floor villa is within a 5-10 minute walk to the beach and everything else, including a seasonal pool, several restaurants, general store, wine bar, tennis, golf, kayaks/canoes, bikes, fishing and so much more. Each master/en-suite has two Queen beds and every amenity you could imagine. Bathrooms are spacious with closed off toilet/showers.

Guest favorite
A cozy living area is furnished with a pair of dark sofas and a coffee table. A red armchair adds a pop of color. Natural light fills the space through sliding glass doors that lead to an outdoor patio with seating, surrounded by greenery.
Condo in Hilton Head Island
4.92 out of 5 average rating, 111 reviews

No Stairs, 2/2 Condo, Easy Walk to Beach & Coligny

Enjoy a nice, relaxing stay at Surf Court Villa 65. With a community pool, beach access across the street, a half mile walk to Coligny, and Lowcountry Celebration park around the corner, you are ensured a good time. The 2 bed, 2 bath condo has no stairs which makes for an easy stay for those with small children and mobility challenges. The space offers all of the basics of home with the added incentive of beach life. Beach gear included.

Guest favorite
A light-filled living area features a cozy seating arrangement with a white sofa and a coffee table. The kitchen can be seen in the background, highlighting modern cabinetry and a casual dining setup. Natural textures are present through the woven rug and wood accents.
Condo in Hilton Head Island
4.83 out of 5 average rating, 185 reviews

Easy Walk to the Beach ~ Sleeps 6! TWO bathrooms

5 minute walk to closest beach(with beach bar). 19 minute walk to Coligny beach! COME STAY at this charming beach-walk community! The pool is at the bottom of the stairs, 3/4 of a mile to Coligny circle with grocery store, shops, and restaurants. “COPPERTONE DAYS” features: 4 twin beds(memory foam), a master bedroom/master bath, laundry room, and a stocked kitchen+ highchair and a crib! We can usually accommodate early arrivals!

Popular amenities for Sea Pines condo rentals