Holiday houses in Hilton Head Island

4.94 out of 5 average rating, 208 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.

4.96 out of 5 average rating, 294 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!

4.98 out of 5 average rating, 259 reviews

HHBT Resort-OceanView-Remodeled-Steps to beach/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!

4.93 out of 5 average rating, 127 reviews

Ocean View 1-bdrm. Steps to the Beach and Pool.

Enjoy the Ocean views from the balcony of this stylish 1-bedroom condo. Comfortable furnishing throughout. Perfect for a couple or small family. The condo sleeps 4 with a queen bed in the private bedroom, and a sleeper sofa. The kitchen is fully stocked with everything you need to prepare a meal. Enjoy dining outside as you enjoy the ocean view from the 2nd. floor balcony. The bathroom with tub/shower can be accessed from the bedroom or hallway. Beach chairs, umbrella, and cooler are provided.

4.97 out of 5 average rating, 287 reviews

OceanView Luxury! KING BED 65"TV Bar Pickleball Gym

2-3 min walk to Beach Beachfront Building Quiet Views of Coastal Marsh, Ocean & Trees - Not Parking Lot! KING BED! 2 Big SmartTVs HGTV Decorator Designed Coastal Decor Private Top Floor Balcony Beach Chairs, Boogie Boards, Ice Chest, Noodles Couples Retreat! Well designed 540 square foot condo RESORT: 4 Beach Boardwalks! Huge Oceanfront Pool Beachfront Bar & Grille Sports Bar 2nd Pool FREE Tennis, Gym, Pickleball, Basketball, Volleyball & More Bike Rentals Gated 24 Hour Security Trolley Stop

4.97 out of 5 average rating, 295 reviews

Oceanfront Luxury! KING BED 65"TVs Pickleball BAR!

PANORAMIC OCEANFRONT VIEWS 🏝️1-2 min walk onto Beach🏝️ Beachfront Balcony ✨Top 10% of Airbnb✨ Next to Beach Boardwalk! HGTV Decorator 100% New Renovation KING BED (2) 65" SmartTVs Spa Bath w/Walk-in Shower Expanded Bedroom Coastal Décor Full Kitchen Beach Chairs, Boogie Boards, Ice Chest & More RESORT: 4 Boardwalks Huge Oceanfront Pool 3 Restaurants Beachfront Bar & Grille Sports Bar FREE Tennis, Gym, Pickleball, Basketball, Volleyball & More Bike Rentals Gated 24/7 Security Trolley Stop

4.98 out of 5 average rating, 147 reviews

My Blue Heaven, Celebrate Your Special Occasion

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.

4.99 out of 5 average rating, 590 reviews

Guesthouse in Bluffton

Lowcountry Retreat Carriage House

Located in a quiet neighborhood, minutes from Old Town Bluffton, where you can find unique shops, art galleries, & great places to eat - many with live music! A stroll through the neighborhood will take you past a local park with playground, workout area, & walking paths. There are many ponds to enjoy the local wildlife, wetland areas, and beautiful oak trees. It's so peaceful! Convenient to Hilton Head, Beaufort, and Savannah, it's the perfect spot for exploring, shopping, or relaxing!

Guest suite in Shelter Cove

4.93 out of 5 average rating, 335 reviews

LOCATION! Harbour, Dining, Shops, Beach-1.4 mile

Location .. Location .. Location !!! Private guest suite (256 sq ft) with independent entrance from outside, total privacy, and complete amenities, queen bed and full bath (no kitchen). Just step outside - great water-front restaurants with live music, bars, shops and weekly fireworks during summer. Supermarkets and more restaurants in 10 minutes walking. Free shuttle to attractions in 2 miles radius from April till September, beach 1.4 miles away, biking, fishing and water sports.

4.97 out of 5 average rating, 163 reviews

Oceanfront Luxury! KING BED 75"TV Pickleball | BAR

PANORAMIC OCEANFRONT VIEW THE MOMENT YOU OPEN THE DOOR! 100% New Luxury Renovation HGTV Featured Decorator Oceanfront Balcony KING BED ✨Guest Favorite Home✨ 75" & 65" SmartTV s Expanded Bedroom MARBLE BATHROOM Coastal Décor TOP FLOOR+Elevator Beach Chairs, Umbrella, 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

4.91 out of 5 average rating, 148 reviews

Cozy in Coligny

Welcome to the Cozy in Coligny condo! Located at The Breakers, a highly desirable beachfront property, you are only steps away from the pool and beach. You will be in the heart of award-winning Coligny Beach – park your car and leave it! You can spend the day playing in the sun and sand then walk across the street to Coligny Plaza – home to the beloved Piggly Wiggly grocery store and 60+ shops, restaurants, entertainment, tour information, beach equipment, and bike rentals.

Superhost

4.77 out of 5 average rating, 193 reviews

BEACHFRONT KING BED VILLA, PVT BALCONY, SELF CKIN

Freshly decorated in coastal decor, this beachfront condo sleeps up to 4 and is located right by Coligny, Hilton Head's chicest neighborhood. Freshly furnished unit includes a spacious king bed and queen sofa sleeper, both fitted with luxurious memory foam mattresses. Just a three minute walk to sandy beaches, and you can catch a glimpse of gentle tides from your own private balcony! The villa is full of amenities including beach chairs, beach umbrella, games and much more.

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Popular amenities for Hilton Head Island holiday rentals

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Other great holiday rentals in Hilton Head Island

4.97 out of 5 average rating, 87 reviews

1st Floor, 8 Min Walk Beach, King Bed, In Unit W/D

BrittanyRating, 5 stars5 days ago

Everything was great about this place! It was super clean and had everything we needed. I loved how they provided a beach wagon so we did not have to travel with ours. It saved us room in our car. It is in a great location and a very short walk to the beach. Everything in the condo was labeled which helped a lot. There were also games and puzzles that my kids loved on a rainy day. Places can get messy with kids, especially a kitchen, so I loved how there was a vacuum so I could keep the place clean while we were staying there. Diane was always quick to respond with any questions I had. Check in and check out were very easy. I would definitely stay here again!

4.91 out of 5 average rating, 43 reviews

Apartment in Sea Pines

Newly updated in Forest Gardens

AnmarieRating, 5 stars4 weeks ago

I loved everything about this place. The beach was close and the condo was BEAUTIFUL. 100% worth the price and as convenient as it gets. the place was extremely clean and had everything you could possibly need. Matt was extremely responsive and kind. I plan on staying again soon!

4.95 out of 5 average rating, 19 reviews

Beachfront Bliss+Poolside Bar+Pickleball/Tennis

JohnRating, 5 stars1 month ago

This is a great location. I come to Hilton Head Island almost every year. This building is right on the beach. There was an issue with the AirBnB app showing this unit on the end near the ocean but the unit is actually in the middle of the building which is actually closer to the ramp for unloading and loading. Kaden was actually more helpful with this issue than the AirBnB customer service so that was amazing. We spent most of our time on the beach and visiting family so the location of the unit wasn’t that big of a deal. Kaden was very quick in responding to all my messages and very helpful to assist with anything. The condo is very stylish and clean. We enjoyed our stay greatly.

Superhost

Home in Hilton Head Island

5 out of 5 average rating, 4 reviews

Modern Beach Escape | Private Pool~Steps to Beach

CraigRating, 5 stars2 weeks ago

The host was fabulous and attentive throughout the booking and our stay. The home was impeccable, conveniently located and had everything you could possibly need for a comfortable and leisurely beach vacay!

4.87 out of 5 average rating, 60 reviews

Admiral's Row 308 - Ocean Front Beauty

MarkRating, 5 stars1 month ago

Exactly what we were looking for... condo with an oceanfront balcony with sweeping views, and easy short access to the beach.

4.94 out of 5 average rating, 32 reviews

Best sunrise on HHI!

SusanRating, 5 stars3 weeks ago

My husband and I had a wonderful stay at Kimberly's listing. The condo was beautifully decorated and outfitted. The location is just gorgeous and the beach was just perfect. We hope to return!

5 out of 5 average rating, 28 reviews

Condo in Palmetto Dunes

Palmetto Dunes! Luxe 2B Beach Golf Pickleball Pool

MikeRating, 5 stars1 week ago

We’ve been to Hilton Head many times, and this was easily one of the best stays we’ve had. Mike and Leslie’s place was perfect for our family of four—very comfortable, thoughtfully decorated, and in a fantastic location just a short walk to the beach. It had everything we needed to relax and enjoy our trip. Communication from both Mike and Leslie was excellent throughout our stay, which made everything smooth and easy. Highly recommend, and we’d definitely love to stay here again!