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Holiday houses in Hilton Head

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Top-rated holiday rentals in Hilton Head

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

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Top Guest favourite
The balcony features a small round table and two adirondack-style chairs. Vibrant beach gear, including boogie boards and a cooler, is visible in the background. A view of the ocean, dunes, and coastal marsh creates a serene backdrop, while the railing provides a sense of safety and enclosure.
Condo in Hilton Head Island
4.95 out of 5 average rating, 112 reviews

Wide Ocean View 65"TV Pickleball BAR GYM Tennis

✨ Top 5% Airbnb Guest Favorite ✨ Wide Ocean View from Living Room & Balcony! SNOWBIRDS: Warm, Sunny South Facing Balcony Oceanfront Building Steps to Beach & Pool Updated by HGTV Decorator FREE: Pickleball, Tennis, Gym, Volleyball + More Top Floor Hear the Wave 2 XL SmartTVs Beach Chairs, Ice Chest & More Couples Retreat / Small Families RESORT: Elevator Oceanfront Pool w/Tiki Bar & Grille Sports Bar 3 Restaurants Bike Rentals on Site 2nd Pool Playground Gated 24/7 Security 4 Beach Boardwalks

Top Guest favourite
A well-maintained swimming pool is surrounded by lounge chairs, offering a relaxing space for guests. Lush greenery and palm trees provide a natural backdrop. The building adjacent to the pool features large windows, allowing for ample light and a connection to the outdoor environment.
Condo in Hilton Head Island
4.96 out of 5 average rating, 335 reviews

Ocean View! Steps to beach! Remodeled HHBT Condo!

Newly remodeled just last year! Adorable beach front condo located in HH Beach & Tennis Resort. Watch & listen to the ocean waves right from your 2nd floor balcony! The condo is in a gated area within where guests will have access to a private beach, 2 pools, resort restaurants, tennis, pickleball, beach volleyball, playgrounds, cookout areas, bike rental, and a gym. We also provide beach chairs, coolers, boogie boards and coffee! It's all here! The getaway you've been waiting for and deserve!

Top Guest favourite
A large swimming pool is surrounded by a spacious deck featuring multiple blue lounge chairs. Lush trees line the background, and a small building is visible nearby. The pool reflects the sky, creating a serene environment.
Condo in Hilton Head Island
4.97 out of 5 average rating, 293 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!

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.

Guest favourite
Large windows frame stunning ocean views, allowing natural light to flood the room. A flat-screen TV is positioned on a glass stand opposite the windows, with a white shelving unit displaying decorative items. The space features maple hardwood flooring and a sliding glass door leading to an outdoor area.
Apartment in Hilton Head Island
4.83 out of 5 average rating, 187 reviews

Jim's Stunning Direct Ocean Front 2BR Villa

This 2nd floor villa has breathtaking, unobstructed ocean views from the living room and master bedroom. Walk to Coligny! Two bedroom suites (new mattresses and ceiling fans), with separate renovated baths. Beautiful maple hardwood & tile floors throughout. Fully appointed kitchen boasts granite countertops, maple cabinets, and stainless steel appliances. New Washer/Dryer. Jim Says "I personally stay in each of my units to ensure they are maintained to my highest level of expectations."

Top Guest favourite
Condo in Hilton Head Island
4.94 out of 5 average rating, 286 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 favourite
A modern townhome exterior features a blend of white wooden siding and dark shingles, creating a striking contrast. Large windows allow natural light to fill the interior, while manicured flower beds enhance the entrance. Two garage doors offer convenient access to each unit.
Townhouse in Hilton Head Island
4.93 out of 5 average rating, 121 reviews

Luxury 3-Bdrm HHI Art Loft Townhome

Located in the private Spanish Wells area of Hilton Head Island, one of the most sought after vacation destinations in the world. Eight minute drive to Hilton Head Island beaches, golf/tennis, restaurants, bars, bike trails, and countless shopping, entertainment, and outdoor exploration activities. Kick back and relax in this calm, stylish townhome with distinct spaces for everyone. Home Owners have appointed the home with original and collected art. Convenient to Savannah & Bluffton.

Guest favourite
A spacious living area is presented, featuring contemporary furnishings and neutral tones. A flat-screen TV is mounted on the wall, while a comfortable sofa and an armchair provide seating. A dining table is visible in the background, complemented by warm lighting from a ceiling fixture.
Apartment in Hilton Head Island
4.94 out of 5 average rating, 149 reviews

Gorgeous Hilton Head Beach Condo

Welcome to your dream vacation rental in Hilton Head Island! Nestled in a prime location, this exquisite condo offers the epitome of coastal luxury and relaxation. As you step inside, you're greeted by a newly updated interior adorned with contemporary furnishings, creating a welcoming and comfortable atmosphere for you and your family. The spacious living area is perfect for unwinding after a day at the beach, featuring plush sofas and a flat-screen TV for your entertainment.

Guest favourite
Condo in Hilton Head Island
4.9 out of 5 average rating, 229 reviews

Oceanside Beach Retreat

Modern Beach Condo with Ocean View Located in Hilton Head Beach and Tennis Resort Short walking distance to beach, pool side bar (Jamaica Joe's), and the beachfront pool Family friendly resort (playground, bike rentals, weekly activities) First Floor Condo Recently renovated One bedroom and one full bath Sleeps 6 people (2 bunk beds and pull out couch) Full kitchen (dishwasher, microwave, stove, coffee maker, dishes) Balcony with table and 2 chairs 2 public pools located on pr

Top Guest favourite
Condo in Hilton Head Island
4.99 out of 5 average rating, 416 reviews

Ocean Front Resort Condo

Enjoy Coastal Cottage Living in a lovely 540 sq ft one bedroom vacation villa within the activity-filled gated resort of Hilton Head Beach and Tennis. Completely remodeled from with all new fixtures, furnishings, housewares and accessories, this charming beach villa has just opened its doors for guests in March 2019. Amenities include coffee, popcorn, breakfast treats and bottled water to consume; and beach towels, chairs, umbrellas and other items to borrow while here.

Top Guest favourite
A sunny pool area is surrounded by tropical palm trees. Lounge chairs are arranged around the pool, providing ample seating. The building's light-colored exterior is visible in the background, along with shaded umbrellas positioned around the pool.
Condo in Hilton Head Island
4.96 out of 5 average rating, 139 reviews

Lovely family Villa Close to Beach

Welcome to Fiddlers Cove. We offer you a great vacation experience in a 2 bedroom, 2 bathroom apartment, 5 minute walk to Folly Field Beach. The apartment has everything you need. Fully equipped kitchen, toys, puzzles, highchair, booster, beach toys, and of course the ocean. **No need to buy bottles of water. We have a water purifier built into the kitchen sink. Bring your refillable water bottles and save. Enjoy the fresh ocean air and the sunset from the balcony.

Guest favourite
Apartment in Hilton Head Island
4.94 out of 5 average rating, 120 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!

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