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Condo holiday rentals in Sea Pines

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Top-rated condo rentals in Sea Pines

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Top Guest favourite
A spacious pool area is visible, bordered by sun loungers and palm trees. The ocean can be seen in the background, with glistening sunlight reflecting off the water. A clear blue sky enhances the inviting atmosphere of the outdoor space.
Condo in Hilton Head Island
4.91 out of 5 average rating, 220 reviews

Breathtaking OCEAN VIEW |Pool & Coligny| TOP FLOOR

☀️Time to BOOK YOUR HILTON HEAD ESCAPE. Wake up to sweeping oceanfront views from this top-floor Breakers villa, where sunrise steals the show. Watch dolphins & sip morning coffee on your private balcony, then walk just steps to the beach, pool, restaurants, and shopping at Coligny Plaza—no car required. Perfect for a romantic getaway or small family vacation, with exclusive deals on bikes & dolphin tours. This bright condo offers unbeatable location, privacy, and a stress-free island stay. 🐬🚲

Guest favourite
A scenic view is presented from the balcony, showcasing a coastal landscape with sprawling greenery and a sandy beach in the distance. The sky is clear with soft clouds, enhancing the tranquil atmosphere of the surroundings.
Condo in Hilton Head Island
4.92 out of 5 average rating, 196 reviews

OceanFront Upscale 1 Bdrm Condo/HeatedPool/Sleeps6

Enjoy 4th Floor Ocean Views. Remodeled w/Upscale Finishes & Furniture. King Master Bdrm, 2 Dressers, Nightstands, TV, AC unit. Bath w/Body Spray Rain Shower, Comfort Hgt Toilet, Vanity w/Granite Counter/Storage. Hall BunkBeds w/Over Sized Drawers, USB Storage Alcoves, Oscillating Fan. Kitchen Pullout Drawer Cabinets, SS Apps, Double Oven, Granite Counters. Dining w/Table for 3/4 & 2 at Kitchen Bar. LR Queen SleeperSofa, Flat Screen TV, DVR, Chair, Ottoman, AC unit. Balcony Comfy Seating for 4.

Top Guest favourite
A decorative bicycle wall art piece in soft mint green is displayed alongside a playful turtle motif. The bicycle features a white woven basket and artistic details, adding a coastal charm to the interior.
Condo in Hilton Head Island
4.94 out of 5 average rating, 236 reviews

BIKE ‘n BED Hilton Head- Perfect Couple's Getaway

Come relax and enjoy Hilton Head on South Forest Beach, the most popular section of the island. Ride our free bikes for a quick trip to Coligny Plaza where the quaint local shops and restaurants are. The beach is a quick 2 or less minute walk and the pool is just down the hall. Our condo is small, but perfect for a couple's getaway or a memorable trip with the kids. We have everything you need to help make yourselves at home with full size kitchen appliances and washer/dryer room just next door.

Guest favourite
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 favourite
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, 131 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 favourite
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, 160 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.

Top Guest favourite
A three-story building is depicted with multiple balconies overlooking a paved driveway. Lush palm trees line the area, providing a tropical feel. The sky is partly cloudy, suggesting a bright atmosphere. Parking spaces are visible, adding convenience for guests.
Condo in Hilton Head Island
4.98 out of 5 average rating, 275 reviews

Coastal King Beach Flat Convenient to Everything!

Set in a serene location right on the beach, this complex is a peaceful gated retreat. It's a short walk to Coligny Plaza, a vibrant area offering a variety of dining, shopping, and entertainment options. The complex features a pool and sundeck, perfect for relaxation. With high-speed internet, WIFI, smart TVs, Roku, and cable, you're always connected. Enjoy the comforts of home with a fully stocked kitchen, a plush King bed, ideal for remote work, and modern updates & included amenities.

Top Guest favourite
A vibrant sunrise is captured over the Atlantic Ocean, illuminating the horizon with warm hues of orange and yellow. The sun's rays radiate across the calm water, casting reflections on the sandy beach below.
Condo in Hilton Head Island
4.96 out of 5 average rating, 205 reviews

Ocean Overlook - The Ultimate Vacation Experience

LUXURIOUS, DIRECT, OCEANFRONT HOME! UNOBSTRUCTED OCEAN VIEWS! SO CLOSE YOU CAN HEAR THE WAVES CRASH WITH THE WINDOWS CLOSED! DIRECT BEACH ACCESS! POOL ACCESS! ALL BRAND NEW! 3RD FLOOR! CORNER UNIT! PRIVATE BALCONY! OCEAN VIEWS FROM EVERY ROOM! WATCH EVERY SUNRISE & SUNSET! KING BED! CAN SLEEP 4! THIS IS LUXURY LIVING WITH NO RESORT AMENITY CHARGES! SAVE THOUSANDS OF DOLLARS COMPARED TO OTHER NAMED RESORTS LUXURY HOTEL PROPERTIES! **UPGRADED INTERNET & HD TV PACKAGE + FREE AMENITIES**

Top Guest favourite
The living area features a light, neutral color scheme and plenty of natural light from large sliding glass doors. A comfortable sectional sofa invites relaxation, and a wooden coffee table is positioned in the center. A flat-screen TV is mounted on the wall, and a cozy side table adds functionality.
Condo in Hilton Head Island
4.95 out of 5 average rating, 259 reviews

Condo w/ Pools & Tennis Courts-Walk to Beach

Hilton Head awaits at this 2-bedroom, 2.5-bathroom condo! This 2019 renovated unit for 6 has 1,340 sq. ft., updated paint and appliances, and offers access to the Courtside Villas 2 pools (Open April 1-Oct 31).The ideal location is within a 1/2 mile of the beach and Coligny Plaza featuring shops, galleries, and restaurants. The newly completed Lowcountry Celebration Park is 0.7 miles from the property. An hour per day of free tennis at VanDerMeer Tennis is included (w/ reservations).

Top Guest favourite
A sunlit living space features a navy blue sofa and an elegant dining table surrounded by four chairs. Large sliding glass doors provide access to the oceanfront balcony, where views of the beach and coastal landscape can be seen in the distance.
Condo in Hilton Head Island
4.98 out of 5 average rating, 205 reviews

Oceanfront Luxury! KING BED 75"TV Pickleball & BAR

PANORAMIC OCEANFRONT VIEW THE MOMENT YOU OPEN THE DOOR! ✨Airbnb top 1% Home ✨ Oceanfront Balcony 100% New Luxury Renovation HGTV Featured Decorator KING BED + 75" & 65" SmartTV s Expanded Bedroom MARBLE BATHROOM Coastal Décor TOP FLOOR w/Elevator Beach Chairs, Boogie Boards, Ice Chest & More RESORT Beachfront Pool Beachfront Bar & Grille Sports Bar FREE Tennis, Gym, Pickleball, Basketball, Volleyball 2nd Pool Bike Rental Gated w/24 Hour Security Free Trolley Stop Bradley Beach

Top Guest favourite
Condo in Hilton Head Island
4.85 out of 5 average rating, 201 reviews

Seabatical-Beautiful ocean view! w/Bikes & Chairs

Enjoy stunning ocean views from your private balcony in this beautifully decorated beach retreat just steps from the sand and a short walk to Coligny Plaza’s shops, dining, and entertainment. Perfect for couples or small families, this cozy villa features a Queen bed, Queen sleeper sofa, and two small bunks for kids. A fully equipped kitchen makes meals easy, and Smart TVs in both rooms provide entertainment after a day at the beach. Includes 2 bikes & 2 beach chairs!

Top Guest favourite
Condo in Hilton Head Island
5 out of 5 average rating, 107 reviews

5 Star Location-Pool, Walk to Dining/Shops/Marina

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.

Popular amenities for Sea Pines condo rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Weekly condo rentals

Guest favourite
Condo in Hilton Head Island
4.93 out of 5 average rating, 15 reviews

Sunset Dunes Direct Beach Access

Guest favourite
A coastal resort is seen from the beach, featuring spacious buildings nestled among lush greenery. Bright orange lounge chairs are arranged on the sandy shore, with a pool area visible in the lower section, surrounded by palm trees and inviting outdoor spaces.
Condo in Hilton Head Island
5 out of 5 average rating, 17 reviews

Marriott's Monarch at Sea Pines Resort

Guest favourite
A comfortable living room is presented, featuring multiple seating options arranged around a coffee table. A wide-screen TV is positioned on a black unit. Large sliding glass doors allow natural light and offer views of the lush golf course outside.
Condo in Hilton Head Island
5 out of 5 average rating, 5 reviews

429 Plantation Club Villas · Gorgeous Golf Course

Top Guest favourite
Condo in Hilton Head Island
4.91 out of 5 average rating, 56 reviews

The Breakers- Direct Oceanfront-Pool

Top Guest favourite
A lounge area features a comfortable sofa adorned with decorative cushions. A round coffee table sits in front of it, surrounded by a soft area rug. A large wall-mounted television is complemented by a striking maritime mural, while natural light filters through blue drapes.
Condo in Hilton Head Island
4.99 out of 5 average rating, 90 reviews

Hilton Head Island VILLA: STEPS 2 Beach & Coligny!

Guest favourite
Condo in Hilton Head Island
5 out of 5 average rating, 12 reviews

Peaceful Retreat at Seascape Villas

Top Guest favourite
The living area is furnished with a comfortable sofa and armchairs, complemented by decorative pillows. A light wood coffee table is situated in the center, while a dining space with white chairs and a wooden table is visible in the background. Soft lighting enhances the relaxed atmosphere.
Condo in Hilton Head Island
5 out of 5 average rating, 63 reviews

Seas the Day! 2BR/2BA/Walk to Beach/Dogs welcome!

Guest favourite
Condo in Hilton Head Island
4.92 out of 5 average rating, 26 reviews

Luxury Waterfront Villa w/ Dock on Hilton Head

Pet-friendly condo rentals

Guest favourite
An open kitchen and dining area features white cabinetry, stainless steel appliances, and a spacious dining table with seating for six. A large decorative clock and a basket accent the room, complemented by wood-style flooring that adds warmth to the bright and inviting space.
Condo in Hilton Head Island
4.97 out of 5 average rating, 97 reviews

Harbour Cove–Fully Remodeled Luxury at HarbourTown

Superhost
A spacious living room is furnished with comfortable black leather seating surrounding a wooden coffee table. Soft lighting is provided by stylish light fixtures. A decorative area rug adds texture beneath the seating arrangement, and the open layout connects to the dining area and kitchen.
Condo in Hilton Head Island
4.84 out of 5 average rating, 97 reviews

High-End Décor, Steps 2 Pool, Walk 2 Beach/Coligny

Top Guest favourite
A serene beach scene captures the setting sun casting warm hues across the sky. The shoreline is marked by gentle waves, and a few silhouettes of beachgoers can be seen in the distance. Lounge chairs rest on the sand, offering a tranquil spot for relaxation.
Condo in Hilton Head Island
4.96 out of 5 average rating, 112 reviews

Walk-to-Beach Condo with Pool & Patios

Guest favourite
Condo in Hilton Head Island
4.92 out of 5 average rating, 13 reviews

Modern Pet Friendly Beach House in Palmetto Dunes

Guest favourite
A cozy living area features a calming color palette with soft gray sofas adorned with patterned cushions. A light area rug complements the space, while a decorative coffee table holds a small plant and a vase. Natural light filters through glass doors, revealing outdoor greenery.
Condo in Hilton Head Island
4.87 out of 5 average rating, 67 reviews

Casa Gabriela pet friendly no pet fee, sleeps 5

Superhost
Condo in Hilton Head Island
4.5 out of 5 average rating, 4 reviews

Best of both worlds, pool access & beach!

Top Guest favourite
A serene bedroom features a queen bed adorned with a light blue and white tropical motif quilt. Two bedside tables with lamps provide soft lighting, while coastal-themed artwork decorates the walls. A window allows natural light to filter into the space, enhancing the tranquil ambiance.
Condo in Hilton Head Island
5 out of 5 average rating, 16 reviews

Walkable To: Dining-Shops-Celebration Park-BEACH

Guest favourite
A cozy living area is presented with a plush green sofa adorned with colorful pillows. A light-toned coffee table rests on a vibrant area rug. Natural light filters through sheer curtains, illuminating the space, which features a potted plant and sliding glass doors leading to an outdoor area.
Condo in Hilton Head Island
4.8 out of 5 average rating, 104 reviews

Family/Couples Condo Retreat - Walk to Beach/Shops

Condo rentals with a pool

Top Guest favourite
The view captures a parking area framed by palm trees, with several vehicles parked. The ocean is visible in the background, complemented by a clear blue sky and lush greenery lining the beach. The surrounding landscape showcases a peaceful beachfront environment.
Condo in Hilton Head Island
4.96 out of 5 average rating, 46 reviews

Soak up the Sun-Winter Escape near Coligny-#233

Top Guest favourite
Condo in Hilton Head Island
4.95 out of 5 average rating, 110 reviews

Wide Ocean View 65"TV Pickleball BAR GYM Tennis

Superhost
The living area features a comfortable gray sofa paired with accent chairs and a round coffee table. A large window allows natural light to fill the room, revealing views of greenery outside. Decorative pillows and a colorful area rug add to the inviting ambiance.
Condo in Hilton Head Island
4.84 out of 5 average rating, 195 reviews

1400 sq ft. 2 Story Condo- Forest Beach

Top Guest favourite
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, 336 reviews

Oceanfront Luxury! KING BED 65"TV Pickleball & BAR

Top Guest favourite
Condo in Hilton Head Island
5 out of 5 average rating, 16 reviews

432 Ocean Blue Walking distance to beach & Coligny

Superhost
An outdoor dining area features a modern pergola supported by white beams, with rows of tables and chairs arranged beneath it. A fire pit is centrally located, and palm trees provide a tropical backdrop, enhancing the inviting atmosphere near the pool.
Condo in Hilton Head Island
4.82 out of 5 average rating, 28 reviews

2 Min to Beach! Full Hilton Amenities!2 Bikes

Top Guest favourite
A sunset view is captured from the balcony, showcasing the golden sun descending over the ocean horizon. Silhouettes of palm trees and a grassy area are visible, creating a serene coastal atmosphere. The sky displays soft hues of orange, pink, and gray.
Condo in Hilton Head Island
4.95 out of 5 average rating, 368 reviews

1 Minute walk to the beach *Amazing ocean view*

Guest favourite
A light-filled living area features a comfortable gray sofa with decorative pillows and a round coffee table. Large sliding glass doors provide a clear view of the ocean and outdoor seating on the balcony. Coastal art prints adorn the walls, enhancing the calm atmosphere.
Condo in Hilton Head Island
4.96 out of 5 average rating, 52 reviews

Best sunrise on HHI!

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