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Condo vacation rentals in Harbor Island

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Top-rated condo rentals in Harbor Island

Guests agree: these condos are highly rated for location, cleanliness, and more.

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Top guest favorite
A panoramic view from the balcony showcases the sparkling ocean and expansive blue sky. Below, palm trees dot the landscape, while the beach is glimpsed in the distance. A pool area is visible, framed by well-maintained greenery, with parking spaces filled with vehicles.
Condo in Hilton Head Island
4.98 out of 5 average rating, 172 reviews

Luxury KING BED 65"TV Bar FREE Pickleball & Gym

SNOWBIRDS: Warm South Facing Balcony! ✨Airbnb Top 5% Guest Favorite✨ Oceanfront Building! BIG Ocean Views Steps to Beach & Pool 100% NEW HGTV Designer Renovation! KING BED FREE Gym, Pickleball, Tennis Basketball, Volleyball Two 65" SmartTVs Beach Chairs, Boogie Boards, Ice Chest & More! Marble Kitchen/Spa Bath Quiet Top Floor Elevator RESORT: Huge Oceanfront Pool Tiki Beach Bar & Grille (Mid Feb-Nov) Sports Bar Bike Rental Gated 24/7 Security Free Island Trolley (Apr-Sept) 4 Beach Boardwalks

Top guest favorite
The open-concept kitchen and dining area are visible, featuring dark cabinetry and a granite countertop. A dining table for four is positioned nearby, and stairs lead to the upper level. Soft blue walls complement the space, creating a calm atmosphere.
Condo in Saint Helena Island
4.98 out of 5 average rating, 218 reviews

Turtle Villa|Ocean Front/New DECK; B Building

Take in the lush, coastal beauty of the Carolina Lowcountry from our 2BR/2.5BA Cedar Reef Villas condo! Watch the glow of sunrise on the marsh & ocean without leaving your plush king bed. Play a game of tennis, then take a cool dip in one of the resort's pools within walking distance. Stroll to the beach via the Cedar Reef boardwalk access, or drive 3 miles to pristine Hunting Island State Park. Close out the day in nearby Beaufort with a date night dinner and a stunning sunset on the marina!

Guest favorite
A spacious bedroom features a comfortable bed dressed in a patterned coverlet, accompanied by crisp white towels. Soft lighting is provided by bedside lamps. Decorative accents include a branch art piece on the wall and a small shelf displaying coastal-themed items. Natural light filters through a window with sheer curtains.
Condo in Hilton Head Island
4.95 out of 5 average rating, 228 reviews

10% OFF -February ~KING BED ~Sleeps 7 ~2 bedrooms

Fully Furnished, Renovated Non-Smoking Villa sleeps 7 - King bed in Master, 2 Single beds in Guest Room, Leather Queen Sofa Bed & Rollaway Bed. Built-in Bar, Fully-equipped Kitchen w/ small appliances. Beach Chairs, toys, games, cards. Flat Screen HDTV w/ hundreds of channels, DVD, Free Wi-Fi. Overhead Lighting & Ceiling fans in bdrms, extra blankets & pillows. Restaurants, Tennis, Pickleball, Bike Rentals, 2 Pools. Sip cold drinks on the wide sandy beach & watch Amazing Sunrises & Sunsets.

Top guest favorite
A candle is displayed on a table, surrounded by seashells, with a sunset view of the ocean in the background. The warm colors of the sky reflect off the water, while a cup is placed nearby, adding to the serene atmosphere of the balcony.
Condo in Hilton Head Island
4.99 out of 5 average rating, 101 reviews

Luxury OceanView KING BED 75"TV Bar Gym Pickleball

✨Top 5% Airbnb Home✨ BIG OCEAN VIEWS FROM LIVING ROOM & BALCONY! Oceanfront Building Steps to Beach Boardwalk, Pool & Tiki Bar! HGTV Featured Decorator FREE Pickleball, Tennis, Gym & More 100% NEW Luxury renovation KING BED + 75" & 65" Smart TVs Expanded Bedroom Luxe Marble Kitchen & Bath Quiet Top Floor Well designed 540 sq. ft. Elevator Beach Chairs + More RESORT: Oceanfront Pool & Bar & Grille Restaurants Sports Bar 4 Beach Boardwalks Bike Rental Gated 24/7 Security FREE Island Trolley Stop

Top guest favorite
A modern kitchen and living area feature stainless steel appliances, including a microwave and refrigerator. A spacious dining table is set for four, while a light-colored sofa offers comfortable seating. Soft blue accents complement the coastal decor, creating a relaxed atmosphere.
Condo in Hilton Head Island
4.98 out of 5 average rating, 335 reviews

Ocean Front Resort Villa

Freshly decorated in coastal cottage decor, this 540 sq ft one bedroom villa sleeps up to 6 and is located within the activity-filled Hilton Head Beach and Tennis Resort. The villa was recently remodeled with all new kitchen, bathroom and fixtures and is just 50 steps to gorgeous beach. The views from the living room include ocean, oceanfront pool , beach bar and grill, and pond with fountain. The villa is full of amenities including beach towels, beach chairs, beach umbrella and much more.

Top guest favorite
The image captures a sandy beach at sunset, with gentle waves lapping at the shore. Tall grass frames the scene, and the sun casts a warm glow over the water. Silhouettes of individuals can be seen in the distance, enjoying the serene ambiance.
Condo in Hilton Head Island
4.97 out of 5 average rating, 288 reviews

Ocean View! Remodeled! Steps to beach/Pool/Bar

FULLY REMODELED OCEAN VIEW VILLA Located in Hilton Head Beach & Tennis Resort, this beautiful 540 Square foot Villa is perfect for a small family or couple looking for a relaxing and fun getaway. The second floor balcony offers a view of both the ocean and pool, as well as, offering the soothing sounds of the ocean waves Located within a gated community and with access to the beach just steps away. The resort also features 2 private pools, 3 restaurants, bike rentals, a private gym & more!

Superhost
A spacious kitchen featuring sleek white cabinetry and a large marble island with seating for four. Modern appliances, including a stainless steel refrigerator and oven, are visible, along with a stylish black backsplash that complements the overall design.
Condo in Hilton Head Island
4.9 out of 5 average rating, 115 reviews

Luxe Hilton Head Beach Villa w/ Pool Views

Escape to our beautiful beach getaway where you are just a short walking distance to a beautiful natural beach. Our completely restored condo is designed with the perfect blend of luxury and relaxation to enjoy your time in Hilton Head. Our spacious and open floor plan creates a bright and an inviting atmosphere that is perfect for lounging with loved ones and friends. Our bedrooms will give you a perfect night of rest and relaxation while each bathroom provides the perfect spa like experience

Guest favorite
The living area features a light-colored sofa and a glass coffee table, with a view of the resort through sliding glass doors. Soft-hued walls complement the decor, while mirrored panels reflect natural light, enhancing the spacious feel. A dining table with seating for four is visible in the background.
Condo in Hilton Head Island
4.94 out of 5 average rating, 126 reviews

Desirable Oceanfront Resort*End Unit*Bikes/Chairs

Charming villa with everything you need for the perfect beach getaway- just steps from the sand! Elevated 1st floor, END UNIT offers lots of natural light and ramp for easy access. Situated in desirable C building, closest to beach, pool and Jamaica Joe'z restaurant/ tiki bar. 2 FREE bikes, chairs & beach towels! HHBT Resort provides gated security and countless amenities, including the island's largest oceanfront pool, multiple restaurants/ bars, tennis courts, playgrounds & fitness center.

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, 159 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 favorite
A view from the balcony captures the serene ocean and beach during sunset. Vibrant colors reflect across the water, while lush greenery and trees frame the picturesque scene. The elegance of natural beauty is enhanced by a lantern hanging nearby.
Condo in Hilton Head Island
4.94 out of 5 average rating, 285 reviews

Cozy Oceanfront-Romantic Retreat-Mesmerizing Views

Villa is located on The Spa On Port Royal Sound complex on Hilton Head Island. Enjoy unobstructed sound & ocean views from your balcony. Natural beach access & observation pier. Beautiful landscaped grounds. 2 outdoor pools-opened Apr.-Oct. Indoor pool, hot tub, dry sauna & gym. Grills and picnic areas on premises, one near the villa, recently installed hammocks near the ocean pool. Tennis and basketball courts on site. Come enjoy the beautiful sandy beach with beautiful sunrises!a

Top guest favorite
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, 203 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 favorite
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, 204 reviews

Oceanfront Luxury! KING BED 75"TV Pickleball & BAR

PANORAMIC OCEANFRONT VIEW THE MOMENT YOU OPEN THE DOOR! ✨Airbnb top 1% Home ✨ 100% New Luxury Renovation Oceanfront Balcony HGTV Featured Decorator KING BED + 75" & 65" SmartTV s Expanded Bedroom MARBLE BATHROOM Coastal Décor TOP FLOOR+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

Popular amenities for Harbor Island condo rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Weekly condo rentals

Guest favorite
A serene view features palm trees framing a well-kept pool area, with bright blue lounge chairs arranged nearby. The scene is complemented by a sandy path leading to the ocean, under a soft pastel sky during dusk.
Condo in Saint Helena Island
5 out of 5 average rating, 6 reviews

Island Retreat-Gorgeous Condo w/ Pool/Ocean Views!

Top guest favorite
Condo in Hilton Head Island
5 out of 5 average rating, 30 reviews

Oceanfront Luxury! KING BED 75"TV Pickleball & BAR

Top guest favorite
Golden sea oats sway gently in the breeze, framing a serene beach landscape. The sandy shore stretches into the distance, dotted with patches of green vegetation. Above, a clear sky meets the horizon, enhancing the tranquil coastal ambiance.
Condo in Saint Helena Island
4.97 out of 5 average rating, 72 reviews

Ocean view Sunsets. Steps to the Beach. BBQ & Pool

Top guest favorite
The living room features a comfortable sofa paired with two armchairs, creating a relaxed seating area. A coffee table sits in the center, complemented by a light-colored area rug. Large windows frame the beautiful view of the ocean and surrounding landscape.
Condo in Hilton Head Island
4.89 out of 5 average rating, 93 reviews

Jim's Direct Oceanfront 3BR Penthouse Villa

Guest favorite
A view of the resort's building complex is presented, featuring multiple balconies and terracotta roofs. The outdoor pool is visible, surrounded by greenery and lounge chairs. A tranquil waterway lies in the background, with natural landscapes of grass and trees framing the scene.
Condo in Hilton Head Island
4.95 out of 5 average rating, 21 reviews

Marriott Sunset Pointe - 2BD

Top guest favorite
A light blue Adirondack chair is positioned on a balcony, offering views of a green lawn and the ocean in the distance. Palm trees frame the scene against a backdrop of clouds and an expansive sky.
Condo in Saint Helena Island
5 out of 5 average rating, 30 reviews

Tidewater Shoals, Walk to beach! Amenity Cards!

Superhost
A heated outdoor pool is surrounded by lounge chairs and shaded by lush trees. Several red umbrellas provide shade over a nearby seating area. The clear blue water reflects the sky, creating a serene outdoor space for relaxation.
Condo in Hilton Head Island
5 out of 5 average rating, 5 reviews

Marriott's Harbour Club | Two-Bedroom Villa

Superhost
A sandy beach extends along the coastline, where lounge chairs are lined along a wooden deck. The calm ocean reflects the warm hues of a sunrise, while a gentle breeze suggests a serene atmosphere. Access to the beach is available via stairs leading down from the deck.
Condo in Edisto Island
4.86 out of 5 average rating, 14 reviews

1BR Coastal Retreat w/ Balcony at Ocean Ridge

Pet-friendly condo rentals

Top guest favorite
An inviting open-concept living area features a dining table set for four, complemented by a soft rug beneath. A modern kitchen is visible in the background, with sleek cabinetry and appliances, while a comfortable seating area showcases a leather sofa and glass coffee table, illuminated by ceiling fans.
Condo in Hilton Head Island
5 out of 5 average rating, 29 reviews

Luxurious, Dog Friendly Ground Fl Villa Fazio Golf

Superhost
The living area showcases a comfortable sofa with decorative cushions, accompanied by a patterned armchair. A light-colored coffee table is centered on a textured area rug. Warm lighting is provided by two stylish table lamps, and wall art adds a touch of charm.
Condo in Hilton Head Island
4.84 out of 5 average rating, 55 reviews

Stones Throw #56 l luxury 1BR l walk to the beach

Top guest favorite
Condo in Hilton Head Island
4.98 out of 5 average rating, 40 reviews

Sea Pines Condo, 2 Bdrm/2Ba w/Bikes! Pets welcome!

Guest favorite
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, 15 reviews

Arrive-Walk: Dining-Shops-Celebration Park-BEACH!

Guest favorite
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, 103 reviews

Family/Couples Condo Retreat - Walk to Beach/Shops

Guest favorite
A serene pool area is surrounded by lush greenery, with a paved walkway leading to the water. Several lounge chairs are positioned near the pool, which is framed by a low fence. Mature trees provide ample shade, enhancing the tranquil atmosphere.
Condo in Hilton Head Island
4.85 out of 5 average rating, 177 reviews

1 Bedroom Condo, 5 Minute Walk to the Beach

Top guest favorite
A scenic view of the waterway at sunset, featuring gentle reflections of a pastel sky. Lush marshland and distant trees line the banks, enhancing the natural beauty of the surrounding landscape.
Condo in Hilton Head Island
4.99 out of 5 average rating, 80 reviews

Pet friendly condo with amazing Broad Creek views

Superhost
A spacious living area features a comfortable sofa and a wooden coffee table, offering a relaxed atmosphere. Large windows allow natural light to fill the space, showcasing views of the surrounding landscape. A ceiling fan and soft carpeting contribute to the inviting setting.
Condo in Edisto Island
4.92 out of 5 average rating, 25 reviews

Peaceful 3-Bedroom Townhome~ Ocean State of Mind

Condo rentals with a pool

Superhost
A sweeping view of the beach is captured from a balcony, showcasing a sandy shore lined with umbrellas and beach chairs. Lush green vegetation leads to the water, where gentle waves meet the coastline under a clear blue sky.
Condo in Hilton Head Island
4.81 out of 5 average rating, 83 reviews

Palmetto Dunes - Captains Walk, Penthouse View

Top guest favorite
A cozy bedroom is presented with a spacious bed adorned in a patterned blue and white quilt. A decorative pillow with the text 'THIS IS MY HAPPY PLACE' is positioned prominently in the foreground. Framed artwork hangs on the wall above the headboard.
Condo in Hilton Head Island
4.99 out of 5 average rating, 80 reviews

Clean Comfortable Guest Favorite!

Top guest favorite
The living area features a comfortable gray sofa and a dining table surrounded by four stylish chairs. Bright natural light filters through the windows, highlighting decorative accents like a sailboat centerpiece and a flat-screen TV mounted on the wall.
Condo in Saint Helena Island
5 out of 5 average rating, 23 reviews

2nd floor condo! Views/King Bed/ Screened Porch

Top guest favorite
A light blue sofa is positioned against a textured wall, complemented by two side tables topped with lamps. Above the sofa, a framed artwork of a white bird is displayed. A clear coffee table sits centered on a patterned area rug, adding warmth to the living space.
Condo in Hilton Head Island
4.91 out of 5 average rating, 56 reviews

The Breakers- Direct Oceanfront-Pool

Guest favorite
A modern kitchen with white cabinetry features stainless steel appliances, including a refrigerator and an oven. A large window allows natural light to enter, and shelves display decorative items. An open layout connects the kitchen with a cozy living area, creating a welcoming space.
Condo in Hilton Head Island
4.97 out of 5 average rating, 35 reviews

Cozy condo, next to pools and beach.

Guest favorite
A modern kitchen is showcased with navy blue cabinetry and sleek stainless steel appliances. The white countertop is complemented by a gold faucet, while a cozy seating area is visible in the background, featuring a comfortable chair and couch.
Condo in Hilton Head Island
4.96 out of 5 average rating, 25 reviews

BRAND NEW Condo in Hilton Head!

Superhost
Condo in Hilton Head Island

Chic Beachside Escape at Xanadu Villas

Guest favorite
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!

Destinations to explore