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, 166 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.

Oct 13 – 20

$110 per night

Guest favorite

Condo in Hilton Head Island

4.96 out of 5 average rating, 225 reviews

Oceanfront Designer! KING BED 65"TV Bar Tennis GYM

PANORAMIC OCEANFRONT VIEWS THE MOMENT YOU OPEN THE DOOR!! HGTV Featured Decorator! 100% Luxury Renovation KING BED (2) 65" SmartTVs Coastal Décor Expanded Bedroom 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

Aug 2 – 9

$450 per night

Guest favorite

Condo in Hilton Head Island

4.96 out of 5 average rating, 211 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 private balcony. Private 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!

Apr 20 – 27

$191 per night

Superhost

Condo in Hilton Head Island

4.84 out of 5 average rating, 268 reviews

Gorgeous villa, private beach access, HH Resort

Top floor, beautiful 2 bedrm beach villa with stainless appliances, and a private terrace in an Oceanside gated Resort community awaits you. Our beautiful beach condo with private beach access is just a short walk over our picturesque boardwalk. Shelter Cove shops & restaurants are nearby, and Krogers Supermarket & Whole Foods are 5 min away. We are next door to Palmetto Dunes & Robert Trent Championship Golf Course. Perfect mid island location. Great for couples, families & solo adventurers!

Nov 26 – Dec 3

$149 per night

Guest favorite

Condo in Hilton Head Island

4.97 out of 5 average rating, 199 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!

Oct 31 – Nov 7

$126 per night

Guest favorite

Condo in Hilton Head Island

4.94 out of 5 average rating, 110 reviews

Beach resort, pools, tennis, pickle ball, tiki bar

2 bed/2 bath condo includes full kitchen with S.S. appliances, dining area, hardwoods throughout & balcony overlooking the 6 lit tennis courts. The resort also features a deli & gift shop, 2 outdoor pools, 1 year-round inside heated pool (great for winter), running track, fitness, hot tub, sauna, elevators, golf nearby & laundry facilities. The beach is a 7+ min stroll down a board walk or during operational hours take the shuttle. At the beach you can stop into Coco's for lunch & cold drinks.

Sep 16 – 23

$149 per night

Guest favorite

Condo in Hilton Head Island

4.86 out of 5 average rating, 134 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.

Sep 10 – 17

$149 per night

Guest favorite

Guest suite in Hilton Head Island

4.94 out of 5 average rating, 278 reviews

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

Location .. Location .. Location !!! Private guest suite 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, weekly fireworks during summer, bars, shops, outdoor pool and BBQ. Supermarkets and more restaurants in 10 minutes walking. Free shuttle from April till September, beach only 1.4 miles. Great golfing, biking, tennis, fishing and water sports.

Nov 9 – 16

$93 per night

Guest favorite

Condo in Hilton Head Island

4.97 out of 5 average rating, 222 reviews

Clean/Updated King on the Beach Walk to Everything

Great location 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. FREE high speed internet WIFI, smart tvs, Roku. All of the comforts of home including fully stocked kitchen, comfortable King bed, great layout for remote working. Many extra amenities including beach chairs, umbrellas, water/soft drinks, 6 Coffee K-cups, cooler, first aid kit, Iron, luggage rack, and more.

Jan 3 – 10

$177 per night

Guest favorite

Condo in Hilton Head Island

4.99 out of 5 average rating, 312 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.

Mar 25 – Apr 1

$149 per night

Guest favorite

Condo in Hilton Head Island

4.91 out of 5 average rating, 183 reviews

Anchor at the Beach ⛱ Eat & Shop at Coligny plaza!

Oceanfront building with a side view of the ocean from the balcony! Park your car and walk to everything! This beautiful 2 bed/2 bath beach condo is perfect for your family vacation or romantic getaway! No streets to cross to get to the beach! Prime location. Gated entry, private, and just a 5-minute walk to all the amenities of Coligny Plaza (70 Shops & Restaurants)! I also provide beach chairs, umbrella, and beach cart for your convenience during your stay!

Jan 6 – 13

$145 per night

Guest favorite

Condo in Hilton Head Island

4.98 out of 5 average rating, 182 reviews

Lost Tiki Lounge TOP Floor Oceanfront 322 Breakers

Step into oceanfront comfort. This beautiful condo has all the comforts of home and is located in the heart of the south end of the island steps away to restaurants, shopping and the pristine Coligny beach. It’s the perfect place for a romantic beach getaway for 2. Upon entry you will see an incredible view of the ocean in this light and bright TOP floor Breakers condo.The condo is cleaned/managed by the local owner to ensure 100% satisfaction by my guests.

Sep 12 – 19

$238 per night