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.

Jan 12 – 19

$101 per night

Guest favorite

Condo in Hilton Head Island

4.98 out of 5 average rating, 224 reviews

Ocean View Luxe! KING BED 65"TV Bar Pickleball GYM

Beachfront Building! Quiet Views of Coastal Marsh, Ocean & Trees - Not Parking Lot! HGTV Featured Decorator Coastal Decor KING BED Expanded Bedroom 2 SmartTVs Private Balcony Beach Chairs, Umbrella, Boogie Boards, Ice Chest, Pool Noodles Full Kitchen Top Floor Elevator RESORT: No Resort Fees Huge Oceanfront Pool 2nd Pool Beachfront Bar & Grille Sports Bar FREE Tennis, Gym, Pickleball, Basketball, Volleyball & More Bike Rentals Gated/24 Hour Security Trolley Stop 4 Beach Boardwalks Bradley Beach

Nov 10 – 17

$145 per night

Guest favorite

Townhouse in Hilton Head Island

4.98 out of 5 average rating, 107 reviews

Beachfront Resort! Designer 2/2 Lagoon + Golf View

Gated Beachfront Golf Resort!! HGTV Featured Decorator designed Luxe Villa Panoramic Lagoon & Golf View from huge Patio! Beach, Golf, Tennis, Pickleball, Pool, Spa, Restaurants & Bars Huge Old Oaks dripping in Spanish Moss & Coastal Lagoons!! Stylish Coastal Décor Sunny 1st Floor KING BED + 2 QUEENs 3 SmartTVs FREE: WIFI, CABLE, NETFLIX & PRIME Gourmet Kitchen Washer/Dryer Beach Cart, Chairs, Umbrella, Boogie Boards, Ice Chest Gas BBQ Walk to Golf Club & Pub Walk/Bike to Beach Close to Coligny

Feb 13 – 20

$249 per night

Guest favorite

Condo in Hilton Head Island

4.97 out of 5 average rating, 224 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

4.86 out of 5 average rating, 133 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 19 – 26

$149 per night

Guest favorite

Guest suite in Hilton Head Island

4.94 out of 5 average rating, 276 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.

Apr 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 9 – 16

$166 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.

Apr 8 – 15

$159 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!

Dec 14 – 21

$145 per night

Guest favorite

Condo in Hilton Head Island

4.89 out of 5 average rating, 130 reviews

Breathtaking OCEAN view/Top Floor/Pool/Coligny

Watch dolphins from your top floor balcony & swim in the heated pool. Located on the beach, directly across from Coligny Plaza, you'll walk to restaurants, specialty boutiques, & the grocery store. Island golf courses, tennis courts, bike paths & activities mean fun for the whole family. The Breakers is a terrific hotel alternative, perfect for a couple's getaway or small family. Elevators are in place. Guests receive discounts on bike rentals & dolphin tours.

Feb 25 – Mar 4

$195 per night

Guest favorite

Condo in Hilton Head Island

4.98 out of 5 average rating, 181 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.

Dec 31 – Jan 7

$190 per night

Guest favorite

Condo in Hilton Head Island

4.97 out of 5 average rating, 100 reviews

Sunset Serenity - Luxury on The Lagoon!

LUXURIOUS, SPACIOUS, ONE-OF-A-KIND RESORT HOME! CLOSE TO THE BEACH! CORNER VILLA! POOL ACCESS! LARGEST LAGOON VIEW IN THE RESORT! PRIVATE DECK! ENJOY MILLION DOLLAR SUNSETS! WATCH THE WILDLIFE PLAY! FIVE FOOT CUSTOM COFFEE BAR! KING BED IN MASTER! QUEEN & TWIN IN GUEST BEDROOM! XBOX! NETFLIX! THIS IS LUXURY LIVING WITH RESORT AMENITIES CLOSE BY! SAVE THOUSANDS OF DOLLARS COMPARED TO OTHER RESORT LUXURY HOTEL PROPERTIES!

Jan 11 – 18

$155 per night