Waterfront holiday rentals in Hilton Head Island

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Top-rated waterfront rentals in Hilton Head Island

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Guest favourite

Apartment in Hilton Head Island

4.93 out of 5 average rating, 165 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.

11–18 Mar

£156 per night

Guest favourite

Apartment in Hilton Head Island

4.98 out of 5 average rating, 222 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

10–17 Nov

£170 per night

Guest favourite

Apartment in Hilton Head Island

4.97 out of 5 average rating, 223 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

2–9 Aug

£482 per night

Guest favourite

Apartment 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.

22–29 Sept

£169 per night

Guest favourite

Apartment in Hilton Head Island

4.86 out of 5 average rating, 131 reviews

Easy Breezy Ocean at 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.

19–26 Sept

£166 per night

Guest favourite

Apartment in Hilton Head Island

4.97 out of 5 average rating, 120 reviews

Ocean Overlook - The Ultimate Vacation Experience

LUXURIOUS, 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! 3RD FLOOR! CORNER UNIT! PRIVATE BALCONY! OCEAN VIEWS FROM EVERY ROOM! WATCH EVERY SUNRISE & SUNSET! 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**

16–23 Nov

£234 per night

Guest favourite

Guest suite in Hilton Head Island

4.94 out of 5 average rating, 275 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.

29 Dec – 5 Jan

£102 per night

Guest favourite

Apartment in Hilton Head Island

4.84 out of 5 average rating, 101 reviews

Ocean view villa south end with resort amenities

Ocean View Villa with resort amenities on South Forest Beach half a mile from popular Coligny Circle on Hilton Head Island. Enjoy the amenities of Ocean Oak Hilton without their prices and fees. Have coffee watching the sunrise on your ocean view deck, take a dip in the Hilton’s pools (larger kid pool is heated) and hot tubs or take a bike ride on the beach to Coligny for food, shopping, and libations. Follow that with a game of corn hole or enjoy a nice stroll on the beach!

30 Nov – 7 Dec

£170 per night

Guest favourite

Bungalow in Hilton Head Island

4.91 out of 5 average rating, 115 reviews

Sea Pines Deer Island Tree House with Ocean Views

Enjoy Hilton Head Island in this designer decorated sealoft on Deer Island in Sea Pines Plantation. Classy coastal chic touches throughout this 3 Bedroom, 2 Bath sealoft are complemented by floor to ceiling windows that extend views of Calibogue Sound and the abundance of wildlife adorning the natural landscape. Relax or dine al fresco on the expansive decks and patios. Within a 3 minute walk, many fine shoppes, restaurants and entertainment await you in Harbour Town.

16–23 Feb

£221 per night

Guest favourite

Apartment 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.

13–20 Jan

£133 per night

Guest favourite

Apartment in Hilton Head Island

4.95 out of 5 average rating, 130 reviews

Gorgeous beach villa 2BD/2BA at Hilton Head Resort

Our beautiful beach with private access is open! Gorgeous & updated 2BD/2BA beach villa at Hilton Head Resort! New kitchen, newer baths ~perfect & relaxing for your island getaway! This Oceanside condo complex is just a short walk to the beach over our picturesque private boardwalk. Shelter Cove shops, marina and restaurants nearby. Kroger supermarket and Whole Foods 5 min away. Perfect mid island location and great for families & couples - everyone is welcome!

4–11 Dec

£168 per night

Guest favourite

Apartment 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.

19–26 Dec

£220 per night