Waterfront vacation rentals in Hilton Head Island

4.98 out of 5 average rating, 163 reviews

A wooden boardwalk leads to a sandy beach, where beach umbrellas dot the shoreline. Soft waves lap at the shore beneath a clear blue sky with fluffy clouds, creating a serene coastal scene.

Townhouse in Shipyard

Beachfront Resort 2b Golf Lagoon Pickleball Tennis

✨Top Airbnb Guest Favorite Home✨ Gated Beachfront Golf Resort! Beach, Golf, Pool, Spa, Restaurants & Bars FREE Pickleball & Tennis - across street HGTV Decorator designed Panoramic Golf & Lagoon Views XL Double Porch Lush Scenery - Tons of Wildlife! Coastal Décor Sunny 1st Floor End Unit KING BED + 2 QUEENS 3 XL SmartTVs FAST WIFI & CABLE Chef's Kitchen Washer/Dryer BBQ Beach Cart, Chairs, Boogie Boards, Ice Chest Walk/Bike to Beach Walk to Golf Club & Pub Close to Coligny Summer Beach Shuttle

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.

4.97 out of 5 average rating, 198 reviews

KING BED Luxury! 65"TV + Beach Bar FREE Pickleball

✨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

4.9 out of 5 average rating, 231 reviews

*New* Easy Breezy at Hilton Head Beach & Tennis

Newly renovated in March ‘26 and brand new,from floor to ceilings, enjoy our wide ocean view from our 3rd floor Ocean Villa - with all of the amenities needed to enjoy a relaxing stay at the Hilton Head Beach & Tennis resort. Our villa is 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, and 6 pickleball courts.

Home in Hilton Head Island

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.

5 out of 5 average rating, 117 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.

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.

4.97 out of 5 average rating, 354 reviews

Oceanfront KING BED 65"TV Beach Bar Pickleball GYM

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

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.

4.97 out of 5 average rating, 227 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)

4.98 out of 5 average rating, 118 reviews

A spacious deck features a circular fire pit surrounded by four wooden adirondack chairs with cushions. A striped pouf adds comfort to the area. Scenic sunset views over the beachfront landscape create a serene backdrop.

Chalet in Sea Pines

180º Ocean Views, Treehouse "Siren's Lookout"

Waterfront and sunset views abound in this unique "treehouse", with 360 degree views. On Deer Island, just steps from the Harbour Town Lighthouse, known for its' large-boat marina, restaurants, shops and Golf Club, host of the RBC Heritage Classic, PGA Tour Event. Enjoy all the amenities of Sea Pines, including the South Beach Marina, Sea Pines Beach and Salty Dog Cafe, only 3 miles away, serviced by trollies & bike paths. Enjoy the sunset seated around the firepit. Gas grill with a view

A vibrant sunrise is captured over the Atlantic Ocean, illuminating the horizon with warm hues of orange and yellow. The sun's rays radiate across the calm water, casting reflections on the sandy beach below.

4.96 out of 5 average rating, 217 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**

4.92 out of 5 average rating, 116 reviews

BEACH PATH At Hilton Head Beach and Tennis Resort

🏖🏖🏖 Book your Summer trip with us!!!! Experience the ultimate beach getaway at our charming villa located within the gated Hilton Head Beach and Tennis. This oceanfront property boasts the largest oceanfront pool on the island, beach volley ball , tennis courts, pickle ball, bike rentals, a playground, grill/picnic area and three delightful restaurants. Nestled-mid island, our villa is conventiently located two miles from Shelter Cove/Palmetto Dunes. Trolley pickup onsite.

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.

4.9 out of 5 average rating, 122 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!

A welcoming living area features a light grey sofa adorned with blue and white accent pillows. A modern kitchen with sleek cabinetry and stainless-steel appliances is visible, complemented by two wicker stools at the counter. Art depicting herons hangs on the wall.

4.87 out of 5 average rating, 178 reviews

HHB&T 3 min walk to the sand

Stylish Beach Condo | Walk to Ocean | Pool | Tennis | Sleeps 4 • Sleeps comfortably: Queen bed, bunk beds • Fully equipped kitchen – ready for family meals or romantic dinners • 3-minute walk to the beach or the largest oceanfront pool on the island • Tennis courts, pickleball, fitness center, and shuffleboard included • Beach chairs provided for your use • Private lanai • Smart locks with keyless entry and high-speed Wi-Fi for easy check-in and remote work

5 out of 5 average rating, 119 reviews

Condo in Sea Pines

5 Star Location-Harbourtown-Walkable Area

Escape to our luxury villa in Hilton Head's exclusive Harbour Town in the gated Sea Pines Resort! A short walk from Harbour Town Marina, which offers enertainment, dining, shopping, water sports, cruises, golf, tennis, and a pier. You will have access to The Sea Pines Beach Club, a short trolly, bike or car ride away. This private 3rd-floor impeccilbly appointed 'coastal chic' retreat does not share any walls and offers serene lagoon views from a private balcony.

Popular amenities for Hilton Head Island waterfront rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Waterfront apartment rentals

Apartment in Palmetto Dunes

A spacious living area features comfortable seating arrangements, including a cozy sectional sofa and armchairs. Large glass doors provide access to the balcony, with views of the outdoors. The room is bright, complemented by a flat-screen TV and decorative shelving.

5 out of 5 average rating, 44 reviews

#4203 Renovated/1BR/2BA/Direct Ocean Views/Sofa Bd

A balcony table is set with two clear wine glasses and a single pink rose in a vase. Green foliage and palm trees frame a view of the ocean and beachfront, creating a serene atmosphere against a clear blue sky.

4.86 out of 5 average rating, 249 reviews

Priceless Ocean View, King Bed, Heated Pool

A scenic balcony view showcases the ocean in the distance, framed by palm trees and coastal vegetation. The clear sky and gentle clouds create a serene atmosphere, while the area below includes pathways and nearby buildings, contributing to the welcoming beachfront community.

4.87 out of 5 average rating, 113 reviews

Stunning ocean view condo

Apartment in Shelter Cove

The image displays a serene waterfront view featuring a marina filled with various boats. Lush greenery lines the foreground, adding a natural touch. The sky is clear with soft clouds, and the calm water reflects the surrounding scenery, enhancing the tranquil atmosphere.

5 out of 5 average rating, 30 reviews

Harbourside Haven

Large windows frame stunning ocean views, allowing natural light to flood the room. A flat-screen TV is positioned on a glass stand opposite the windows, with a white shelving unit displaying decorative items. The space features maple hardwood flooring and a sliding glass door leading to an outdoor area.

4.82 out of 5 average rating, 194 reviews

Jim's Stunning Direct Ocean Front 2BR Villa

4.94 out of 5 average rating, 33 reviews

Gated beachfront villa w/ Pool+Bikes

A light-filled living area features a gray sofa with decorative pillows, accompanied by two small side tables topped with lamps. A round coffee table sits in front, and a painting of a coastal scene adorns the wall. Natural light enters through a nearby window and sliding door.

4.75 out of 5 average rating, 79 reviews

Dreamy HHI Retreat w/ Pool, Gym

4.88 out of 5 average rating, 8 reviews

Oceanfront Villa: Pool, Patio, Steps to Coligny

Waterfront house rentals

5 out of 5 average rating, 5 reviews

Home in Sea Pines

Beach Bungalow in Sea Pines’ Night Heron Community

Home in Hilton Head Island

A well-lit bedroom features two spacious beds, each adorned with vibrant blue and green bedding. A decorative wall basket adds a natural touch, while a window with patterned curtains allows for natural light. A small chair and side table enhance the room's functionality.

4.99 out of 5 average rating, 112 reviews

6 BR, Sleeps 26, Beach Time

5 out of 5 average rating, 20 reviews

Home in Bluffton

Salt Marsh Retreat - Marsh Views - 4 Bdrms 3 Baths

Home in Hilton Head Island

4.82 out of 5 average rating, 17 reviews

4 Luxury Home | Private Pool | Firepit | PingPong

4.6 out of 5 average rating, 25 reviews

Home in Palmetto Dunes

Private Dock & Pool Beach Access Nearby

4.88 out of 5 average rating, 16 reviews

An aerial view captures a lovely vacation home surrounded by lush greenery and a serene lagoon. The two-story house is set against a backdrop of trees, with a manicured lawn leading down to the water's edge, creating a peaceful and private retreat.

Home in Shipyard

Shipyard Bliss | Lagoon Views | Walk to Beach

4.92 out of 5 average rating, 79 reviews

A serene lagoon scene is presented, featuring calm water bordered by leafy trees. Palm trees stand prominently in the foreground, while charming homes line the water's edge under a clear blue sky, providing a tranquil backdrop.

Home in Sea Pines

Updated! Sea Pines Lagoon View Oasis

4.97 out of 5 average rating, 58 reviews

An open concept living area showcases wood-paneled ceilings and large windows, allowing natural light to fill the space. A sectional couch faces a TV, while a wooden dining table is set for meals. Sliding glass doors open to views of the backyard.

Home in Sea Pines

Sea Pines Villa - Walk to Beach, Golf and Tennis

Waterfront condo rentals

A spacious pool area is visible, bordered by sun loungers and palm trees. The ocean can be seen in the background, with glistening sunlight reflecting off the water. A clear blue sky enhances the inviting atmosphere of the outdoor space.

4.91 out of 5 average rating, 229 reviews

Breathtaking OCEAN VIEW |Pool & Coligny| TOP FLOOR

A serene beach scene at sunset displays soft hues of orange and pink reflecting on the water. Two figures stroll along the shoreline, leaving footprints in the sand. Gentle waves lap against the beach, creating a peaceful coastal atmosphere.

4.9 out of 5 average rating, 187 reviews

Cozy in Coligny

A light-filled living area features a white sofa complemented by a blue accent chair. A decorative table with a tray of flowers and a plush area rug enhances the space. Large glass doors open to a balcony, offering expansive views of the ocean.

4.98 out of 5 average rating, 166 reviews

My Blue Heaven, Direct Ocean Front View

The living area features a neutral-toned sofa adorned with decorative pillows, accompanied by a wooden coffee table with woven storage. A coastal-themed chair and a round jute rug enhance the space. Natural light streams in through sliding glass doors, leading to a private balcony.

4.96 out of 5 average rating, 125 reviews

KING BED 1BR Oceanview Top Floor Villa

A tranquil beach scene is captured, featuring soft sand leading toward shimmering ocean waves. A wooden fence guides the pathway, with grasses gently framing the foreground. The sky is illuminated with warm hues of orange and pink as the sun rises above the horizon.

4.97 out of 5 average rating, 305 reviews

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

4.8 out of 5 average rating, 179 reviews

Beach Front Villa Oak Tree Lined Views to Water

A wooden boardwalk leads through grassy areas to a sandy beach. Colorful umbrellas dot the beach in the distance under a bright blue sky with scattered clouds. The path emphasizes easy access to the shore.

4.85 out of 5 average rating, 129 reviews

Beautiful Ocean View- Top Floor - Beach & Tennis

A large, inviting pool area is surrounded by palm trees and lounge chairs. The pool's curvy shape is highlighted by soft lighting, creating a relaxing atmosphere. Adjacent to the pool, a spacious building features expansive windows, enhancing the connection to the outdoor space.