Waterfront vacation rentals in Hilton Head Island

Find and book unique waterfront rentals on Airbnb

Quick stats about waterfront rentals in Hilton Head Island

  • Total vacation rentals

    Explore 1,390 vacation rentals in Hilton Head Island

  • Nightly prices starting at

    Hilton Head Island vacation rentals start at G$16,729 GYD per night before taxes and fees

  • Verified guest reviews

    Over 43,580 verified reviews to help you choose

  • Family-friendly vacation rentals

    930 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 140 rentals that welcome pets

  • Vacation rentals with a pool

    1,340 properties feature pools

  • Rentals with dedicated workspaces

    900 properties have a dedicated workspace

  • Wi-Fi availability

    1,380 of Hilton Head Island vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Hilton Head Island rentals

  • 4.8 Average rating

    Hilton Head Island stays are highly rated by guests—averaging 4.8 out of 5!

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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Top guest favorite
A panoramic view from the balcony showcases the sparkling ocean and expansive blue sky. Below, palm trees dot the landscape, while the beach is glimpsed in the distance. A pool area is visible, framed by well-maintained greenery, with parking spaces filled with vehicles.
Condo in Hilton Head Island
4.97 out of 5 average rating, 198 reviews

Ocean View KING BED 65"TV Beach Bar Pickleball GYM

✨Airbnb Top Guest Favorite✨ Oceanfront Building Ocean & Pool View from Balcony Steps to Beach Bar & Pool FREE Gym, Pickleball Tennis Volleyball & More! 100% NEW HGTV Designer Renovation KING BED 75" & 65" SmartTVs Beach Chairs, Boogie Boards, Ice Chest & More Marble Kitchen/Spa Bath Top Floor WiFi 557 Mbps Elevator RESORT: No Resort Fees Huge Oceanfront Pool Tiki Beach Bar & Grille- Feb-Nov Sports Bar Bike Rental Gym & Tennis Gated 24/7 Security Free Island Trolley (Apr-Sept) 4 Beach Boardwalks

Top guest favorite
A candle is displayed on a table, surrounded by seashells, with a sunset view of the ocean in the background. The warm colors of the sky reflect off the water, while a cup is placed nearby, adding to the serene atmosphere of the balcony.
Condo in Hilton Head Island
4.99 out of 5 average rating, 130 reviews

Ocean View KING BED 75"TV Beach Bar Pickleball GYM

✨Top 5% Airbnb Home✨ BIG OCEAN VIEWS FROM LIVING ROOM & BALCONY! Oceanfront Building Steps to Beach Boardwalk, Pool & Tiki Bar! FREE Pickleball, Tennis, Gym & More HGTV Featured Decorator 100% NEW Luxury renovation KING BED + 75" & 65" Smart TVs Expanded Bedroom Luxe Marble Kitchen & Bath Quiet Top Floor Well-designed 540 sq. ft. Elevator Beach Chairs + More RESORT: Oceanfront Pool & Bar & Grille Restaurants Sports Bar 4 Beach Boardwalks Bike Rental Gated 24/7 Security FREE Island Trolley Stop

Guest favorite
The image captures a sandy beach at sunset, with gentle waves lapping at the shore. Tall grass frames the scene, and the sun casts a warm glow over the water. Silhouettes of individuals can be seen in the distance, enjoying the serene ambiance.
Condo in Hilton Head Island
4.97 out of 5 average rating, 307 reviews

Ocean View! Remodeled! Steps to beach/Pool/Bar

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!

Top guest favorite
A serene waterfront scene features two boats navigating through calm waters, with gentle ripples created in their wake. Lush greenery lines the horizon, while a clear sky reflects the soft colors of the evening light. The tranquility of the setting showcases the natural beauty of the harbor.
Condo in Shelter Cove
4.98 out of 5 average rating, 105 reviews

Stunning Views in a Perfect Location!

Escape to Shelter Cove Harbour and enjoy Palmetto Dunes beach access! Dolphin Cove is a contemporary 1 bedroom villa in Captain's Quarters, with stunning views of Shelter Cove Harbour and Broadcreek! In addition to it's third floor premium location, this open living design has been completely remodeled with upscale furnishings and custom cabinetry. Located in a private gated community, Dolphin Cove is next door to Shelter Cove's quaint shops, local restaurants and numerous marina activities.

Top guest favorite
The image captures a private heated pool beneath a covered patio. Comfortable lounge chairs surround the pool, and an outdoor dining area features a large table with chairs. A shaded umbrella stands above the table, while greenery and a grill are visible, enhancing the outdoor setting.
Home in Hilton Head Island
5 out of 5 average rating, 119 reviews

98 Sandcastle Ct

98 Sandcastle Ct Brand New 6 Bedroom Home near Beach with Pool, Elevator/ (Sleeps Up To 22 Guests ) 20 in beds & 2 in Queen Sofa Sleeper. Over 3200 sq feet, 6 Bedrooms, Heated Pool, Elevator & about .3 miles from the beach = Tons of Fun!!! * 6 Bedrooms * 4 Full Baths * Walking Distance to Ocean. * Heated Private Pool. (Free pool Heat :) * Elevator Available: Free use Adults Only. * Free Parking: 4-6 reg cars/mini vans.. LRG SUV's or LRG Vans = 4 parking spots. Note: 2 = garage 4 =driveway.

Top guest favorite
A bright dining area offers a view of the ocean through open doors leading to a private beachfront balcony. Coastal décor is present on the round table, complemented by neutral tones and natural light streaming in from the outdoors.
Condo in Hilton Head Island
4.97 out of 5 average rating, 356 reviews

Oceanfront Luxe KING BED 65TV Beach Bar Pickleball

PANORAMIC OCEANFRONT VIEW THE MOMENT YOU OPEN THE DOOR! Beachfront Balcony Watch Sunrise/Hear Waves 1 min to Beach Boardwalk! Beachfront Pool, Tiki Bar & Grille FREE Pickleball, Tennis & Gym HGTV Designer Renovation Two 65" SmartTVs KING BED Expanded Bedroom Blackout Sleeping Marble Spa Bath Coastal Décor Full Kitchen Beach Chairs, Boogie Boards, Ice Chest & More RESORT Bike Rentals on Site 4 Beach Boardwalks 3 Restaurants Beach Bar/Sports Bar Gated 24/7 Security Seasonal Island Trolley Stop

Top guest favorite
A sunlit living space features a navy blue sofa and an elegant dining table surrounded by four chairs. Large sliding glass doors provide access to the oceanfront balcony, where views of the beach and coastal landscape can be seen in the distance.
Condo in Hilton Head Island
4.97 out of 5 average rating, 229 reviews

Oceanfront Luxury! KING BED Beach Bar & Pickleball

PANORAMIC OCEANFRONT VIEW THE MOMENT YOU OPEN THE DOOR! ✨See the Ocean Sunrise & Hear the Waves! ✨ Oceanfront Balcony FREE Tennis, Gym, Pickleball, Basketball, Volleyball HGTV Decorator Renovation KING BED + 75" & 65" SmartTV s Expanded Bedroom MARBLE BATHROOM Coastal Décor TOP FLOOR w/Elevator Beach Chairs, Boogie Boards, Ice Chest & More RESORT No Resort Fees! Beachfront Pool w/Bar & Grille Sports Bar 2nd Pool Bike Rental in Resort Gated 24/7 Security Free Island Trolley Stop (April-Sept)

Top guest favorite
Condo in Hilton Head Island
4.87 out of 5 average rating, 262 reviews

Shore To Please! Oceanview couples retreat w/bikes

Stylish beach retreat with ocean views and modern Scandinavian design! This newly renovated villa is just steps from the beach and within walking distance of great shops, restaurants, and entertainment. Enjoy a beautifully stocked kitchen, new flooring, a walk-in shower, and a separate bedroom with a desk—perfect for remote work. Dine with an ocean view on the balcony or at the kitchen island. Beach chairs and two bikes included for exploring. First-floor location with easy beach access!

Top guest favorite
A clear view of the ocean is visible from the balcony, showcasing a sandy beach lined with colorful umbrellas. Gentle waves roll onto the shore, and distant figures can be seen enjoying the beach. Lush greenery frames the foreground, enhancing the coastal scene.
Condo in Hilton Head Island
4.9 out of 5 average rating, 124 reviews

Oceanfront, 3rd floor, King Bed

Direct oceanfront! Perfect for a couples get away, week vacation or anything in between. Take a walk across the street to Coligny Square where there are more than 60+ shops and restaurants. Ride your bike on more than 100 miles of trails. Onsite parking, pool and free wifi. Just bring your bathing suit and a towel! We provide the rest for you to have a relaxing vacation; beach chairs, umbrella, cooler, all kitchen spices, a Coffee Bar, shampoo, conditions, body wash and tide pods!

Top guest favorite
A bright and inviting living space features a gray sofa with decorative pillows and a white coffee table on a patterned rug. The modern kitchen showcases white cabinetry and a dining area with stools. Fresh flowers are arranged in a vase on the table.
Condo in Hilton Head Island
4.99 out of 5 average rating, 439 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.

Top guest favorite
A cozy living space is depicted with a blue sectional sofa adorned by decorative pillows. A dining table is set with plates and wine glasses, while large sliding doors provide access to a private balcony, allowing natural light to fill the room.
Apartment in Hilton Head Island
4.91 out of 5 average rating, 103 reviews

1BR/1BA-HHBT/Direct Beach Access

HILTON HEAD BEACH & TENNIS RESORT, Oceanfront, FIRST FLOOR (Building B) We have two bikes, one with a toddler seat. Two adult and one kid helmets provided. Designated parking for jet skis, small to midsize boats, enclosed trailers for up to 14 consecutive days. Gated community with 24/7 security. The beach is just steps away, less than 3 min walk. Spacious pool (and a small one for young kids), nice lunch cafe/bar, and an ice cream kiosk!

Top guest favorite
A private deck features a comfortable sectional sofa with neutral cushions, inviting relaxation. A coffee table is positioned in the center, while a gas grill is seen nearby. Sunlight filters through palm trees, illuminating the serene lagoon view beyond the railing.
Condo in Palmetto Dunes
4.97 out of 5 average rating, 146 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!

Popular amenities for Hilton Head Island waterfront rentals

When is the best time to visit Hilton Head Island?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$33,459 GYDG$33,249 GYDG$43,078 GYDG$45,169 GYDG$44,542 GYDG$54,370 GYDG$56,043 GYDG$46,005 GYDG$38,686 GYDG$37,641 GYDG$34,713 GYDG$33,459 GYD
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