Waterfront vacation rentals in Hilton Head Island

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Top-rated waterfront rentals in Hilton Head Island

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

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Guest favorite

Condo in Hilton Head Island

4.93 out of 5 average rating, 174 reviews

Hilton Head BIKE 'n BED - 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 favorite

Condo in Hilton Head Island

4.85 out of 5 average rating, 224 reviews

End unit w lovely ocean view @ HHBT

*4/22/2021 Brand new bath & kitchen with convection microwave, LVP flooring, lighting, fixtures, furniture, mattress, everything from curtains to bedding & Samsung smartTV. Our end unit offers amazing 360 views of the ocean & resort from our front & rear balconies! We're so proud to share our new space with you. We wanted to keep the vintage vibe of the villa while adding all the luxury and modern comforts you expect while traveling and relaxing in style. *2-3 guest max. No pets. 25 age minimum*

Guest favorite

Condo in Hilton Head Island

4.85 out of 5 average rating, 117 reviews

AWESOME Retreat! King bed! Ocean View! 2 Bikes 218

This is a wonderful Retreat! Awesome views of the ocean! Open bedroom concept with KING size bed! Very open and bright and CLEAN!! Updated condo with tile floors, remodeled bathroom, crown molding, newer furniture, comes with new beach chairs, new patio set and 2 bikes! Close to Coligny's restaurants and dining and bike paths. Walking distance to the new Celebration Park! This condo is a 1 min walk to the beach! This is a true gem and a wonderful place for couples to relax! Pool is not heated.

Guest favorite

Condo in Hilton Head Island

4.97 out of 5 average rating, 212 reviews

HHBT Resort-OceanView-Remodeled-Steps to beach!

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!

Guest favorite

Condo in Hilton Head Island

4.97 out of 5 average rating, 237 reviews

Coastal King Beach Flat Convenient to Everything!

Incredible location right on the beach! Walking distance to Coligny Plaza where there are a multitude of restaurants, cafe's, cute shops, bike rental places everything you need. Quite complex with pool and sundeck. High speed internet WIFI, smart tvs, Roku & Cable. All of the comforts of home including fully stocked kitchen, comfortable King bed, great for remote working, updated. Many extra amenities including beach chairs, umbrellas, water/soft drinks, Coffee K-cups, cooler, & essentials.

Guest favorite

Condo in Hilton Head Island

4.86 out of 5 average rating, 145 reviews

Easy Breezy Ocean and Hilton Head Beach & Tennis

Enjoy our wide ocean view from our 3rd floor 1 BR Ocean Villa - with all of the amenities needed to enjoy a relaxing stay at the Hilton Head Beach & Tennis resort. Our villa has been newly decorated, and is conveniently located just steps from the only elevator in the building. Our resort offers the largest pool on the island, several restaurants, a large playground & picnic area, on site bike rental, 24 hour gated security, 8 lighted tennis courts, 6 pickleball courts, & fitness center.

Guest favorite

Condo in Hilton Head Island

4.97 out of 5 average rating, 239 reviews

Oceanfront Designer! KING BED 65"TV Bar Tennis GYM

PANORAMIC OCEANFRONT VIEWS THE MOMENT YOU OPEN THE DOOR! HGTV Featured Decorator! 100% Renovation KING BED Expanded Bedroom (2) 65" SmartTVs Coastal Décor Full Kitchen Oceanfront Balcony Beach Chairs, Umbrella, Boogie Boards , Ice Chest, Pool Noodles! Spa Bath RESORT: No Resort Fees Huge Oceanfront Pool Beachfront Bar & Grille Sports Bar FREE Tennis, Gym, Pickleball, Basketball, Volleyball & More Bike Rental 2cd Pool Gate w/24 Hour Security Trolley Stop Bradley Beach 4 Beach Boardwalks

Guest favorite

Guest suite in Hilton Head Island

4.93 out of 5 average rating, 296 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.

Guest favorite

Condo in Hilton Head Island

4.99 out of 5 average rating, 112 reviews

Ocean Overlook II - The Penthouse Experience

LUXURIOUS, PENTHOUSE, 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! 4TH FLOOR (TOP FLOOR)! PRIVATE BALCONY! MILLION DOLLAR OCEAN VIEWS! SPA SHOWER! 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**

Guest favorite

Guesthouse in Hilton Head Island

4.89 out of 5 average rating, 107 reviews

Alli B's air B and B-great country access off 278

Your family will be close to everything when you stay at this centrally-located place. No gate fees or parking fees- right off of 278- central located between Bluffton and HHI under foot of bridge. Farm like experience -family owned 30 years . Quiet . Pet friendly . Beds-two twin -can pull together if wish -one couch(Not a sofa bed) and one mattress under a bed that can be moved out . Property has several buildings , Guest apt is above garage. NOTE: SEE Space info below

Guest favorite

Condo in Hilton Head Island

4.99 out of 5 average rating, 326 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.

Guest favorite

Condo in Hilton Head Island

4.84 out of 5 average rating, 215 reviews

Feeling Tip Sea Couple's Beach Retreat, View/Pool

Indulge in coastal living at Feeling Tip Sea, where every moment feels like a breeze. Just steps from the beach, our cozy one-bedroom retreat offers all the comforts of home, with thoughtful touches for a relaxing vacation. Conveniently located near shopping, dining, and live music, discover why Hilton Head Island is a top destination. Your coastal escape begins here.