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

4.98 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$35,041 GYD per night

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.

Oct 26 – Nov 2

G$26,199 GYD per night

Superhost

Condo in Hilton Head Island

4.84 out of 5 average rating, 106 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.

Dec 8 – 15

G$36,026 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.

Sep 22 – 29

G$36,068 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

Jul 9 – 16

G$117,405 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 26 – Feb 2

G$48,437 GYD per night

Guest favorite

Guest suite in Hilton Head Island

4.94 out of 5 average rating, 274 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.

Mar 22 – 29

G$22,475 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.

Dec 8 – 15

G$31,537 GYD per night

Guest favorite

Condo in Hilton Head Island

4.92 out of 5 average rating, 100 reviews

Cozy in Coligny

Welcome to the Cozy in Coligny condo! Located at The Breakers, a highly desirable beachfront property, you are only steps away from the pool and beach. You will be in the heart of award-winning Coligny Beach – park your car and leave it! You can spend the day playing in the sun and sand then walk across the street to Coligny Plaza – home to the beloved Piggly Wiggly grocery store and 60+ shops, restaurants, entertainment, tour information, beach equipment, and bike rentals.

Jan 18 – 25

G$41,133 GYD per night

Guest favorite

Bungalow in Hilton Head Island

4.91 out of 5 average rating, 114 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.

Feb 16 – 23

G$46,764 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.

Jan 13 – 20

G$28,735 GYD 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.

Dec 19 – 26

G$47,550 GYD per night