Waterfront vacation rentals in Hilton Head

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Top-rated waterfront rentals in Hilton Head

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Guest favorite

Condo 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.

Mar 11 – 18

G$34,654 GYD per night

Guest favorite

Condo in Hilton Head Island

4.97 out of 5 average rating, 209 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!

Dec 2 – 9

G$32,097 GYD per night

Guest favorite

Condo 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

Nov 10 – 17

G$35,113 GYD per night

Guest favorite

Condo 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

Aug 2 – 9

G$108,100 GYD 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 22 – 29

G$35,242 GYD 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.

Dec 12 – 19

G$36,142 GYD per night

Guest favorite

Condo in Hilton Head Island

4.86 out of 5 average rating, 132 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

G$35,938 GYD per night

Guest favorite

Condo 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**

Jan 1 – 8

G$48,535 GYD per night

Guest favorite

Guesthouse in Beaufort

4.98 out of 5 average rating, 436 reviews

Peace Point

Come and enjoy Peace Point's beautiful views of the Broad River and huge oak trees with the Spanish moss. It is just a walk away from the Broad River fishing pier which showcases beautiful sunsets! It is also just minutes away from Parris Island & MCAS. Peace Point is a private guest house with a king size bed and queen sofa sleeper with an amazingly comfortable Tempurpedic mattress.The guesthouse has a beachy vibe with calming colors. It has a small freezer/fridge and microwave.

Aug 2 – 9

G$22,388 GYD per night

Guest favorite

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.

Aug 11 – 18

G$32,613 GYD per night

Superhost

Condo in Hilton Head Island

4.89 out of 5 average rating, 108 reviews

Pool + Beach Views | Sauna | Indoor Pool

Escape to your very own paradise just steps away from the pristine white sands of the beach. Our beautifully appointed condo offers a luxurious and relaxing getaway with a stylish, modern interior design that is sure to impress. The spacious and open floor plan creates a bright and airy atmosphere that is perfect for lounging with loved ones, while the comfortable bedrooms provide a peaceful retreat for a restful night's sleep. Take advantage of the resort's abundant amenities.

Nov 12 – 19

G$32,886 GYD 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 10 – 17

G$38,338 GYD per night