Waterfront holiday rentals in Hilton Head Island

4.95 out of 5 average rating, 126 reviews

Big OceanView Beach Bar FREE Pickleball Tennis Gym

✨ Top 5% Airbnb Guest Favorite ✨ Big Ocean View - Living Room & Balcony! Oceanfront Building Steps to Beach & Pool FREE: Pickleball, Tennis, Gym, Volleyball Queen Bed | Queen Sofa | 2 Bunks HGTV Decorator Top Floor w/Elevator 2 XL SmartTVs Fast WiFi 652 mbps Beach Chairs, Ice Chest & More Couples/ Small Families/ 4 Max RESORT: Oceanfront Pool w/Tiki Bar & Grille 4 Beach Boardwalks Sports Bar w/Pool Table 3 Restaurants Bike Rentals Huge ShadyPlayground 2nd pool 3 BBQ Areas Gated 24/7 Security

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.

4.99 out of 5 average rating, 123 reviews

Wide Ocean View! KING BED 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

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, 222 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)

Villa in Hilton Head Island

A spacious oceanfront pool area is surrounded by lush green landscaping, featuring lounge chairs and a shallow entry. A winding path leads toward the beach, with the ocean visible in the background, flanked by tall trees creating a serene atmosphere.

4.94 out of 5 average rating, 134 reviews

Modern Oceanfront Villa With Views and Heated Pool

Welcome to Villa Lucia, our oceanfront retreat on S. Forest Beach. Enjoy the ocean views from the balcony and convenient year-round heated pool just outside your door. The villa has been fully renovated with modern amenities and has personal touches throughout. Our location is unbeatable on S. Forest Beach between Coligny Beach and Sea Pines - Away from the crowds, but close enough (.5 mi) to bike or walk to all that’s offered. After a long day enjoy a drink with lush foliage and sea views.

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, 193 reviews

Luxury KING BED + 65"TV Beach Bar FREE Pickleball

✨Airbnb Top 5% Guest Favorite✨ Oceanfront Building BIG Ocean Views 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 (Mid Feb-Nov) Sports Bar Bike Rental Gated 24/7 Security Free Island Trolley (Apr-Sept) 4 Beach Boardwalks

A sandcastle stands on the beach, featuring two towers with decorative elements and the text 'The Admiral's Roost' carved into the sand. The backdrop includes a clear blue sky and calm ocean waves in the distance, emphasizing the proximity to the beach.

4.97 out of 5 average rating, 118 reviews

The Admiral's Roost~ Remodeled with King Bed Now!

🏖Folly Field Beach just 300 ft. away 🌅Second floor "Sunrise over the ocean" view 💑Perfect for couples ⭐⭐⭐⭐⭐Coveted Admiral's Row A 🐬🦅🦈🐊🐢Wildlife spotter's paradise ✨🌌Light pollution laws for super stargazing 🚴‍♀️Bike paths for days 🏌️‍♀️24 champion golf courses 🙋‍♂️🙋‍♀️👨‍👧‍👧Friendly locals Extra amenities provided: 🎾Tennis gear 🏓Pickle Ball gear 🏄‍♂️Stand up paddle board 💺Beach chairs ⛱Various beach gear 🍖BBQ gear 🧺Picnic gear 🏀🏐🥏Sports gear

An open-concept living area features a comfortable sofa and a cozy blue armchair, with large sliding glass doors providing natural light and views of the balcony. A wall-mounted TV and a bar height table with stools complement the space, which is enhanced by a ceiling fan.

4.84 out of 5 average rating, 109 reviews

1st Floor Ocean View Closest Condo to Pool & Beach

Updated ocean-view condo sleeps six and is one of the closest units to the beach/pool. The balcony overlooks the fountain, boardwalk, and ocean. The kitchen is fully equipped. The master bedroom features a new queen firm mattress, closet, dresser, tv & bathroom access. Built in bunk beds fit 2 children. New sleeper sofa in the studio living area w/Smart TV. Included: beach equip, pickleball, & tennis equip. The resort has 2 pools, poolside bar, grill, ice cream stand and bike rental!

4.98 out of 5 average rating, 160 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

Beach Resort! Luxury Golf & Lagoon View Pickleball

Gated Beach & Golf Resort! ✨Top 5% Airbnb Guest Favorite✨ Beach, Golf, Pool, Spa, Restaurants & Bars FREE Pickleball & Tennis - across street HGTV Decorator designed Panoramic Golf & Lagoon Views 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

4.96 out of 5 average rating, 155 reviews

Aerial view captures the lush greenery surrounding the property, with tree canopies creating a natural border. A highlighted path directs toward the beach, while the serene lagoon is visible nearby, surrounded by the abundant foliage and manicured landscape.

Townhouse in Shipyard

Beachfront Resort 2B Golf Beach Pickleball Tennis

✨Top 10% Guest Favorite✨ Gated Beachfront Resort Golf, Tennis, Pickleball, Pool, Restaurants & Bars Gorgeous Sunny Villa Panoramic Lagoon & Golf Views! Beautiful & Lush Scenery Huge Old Oaks dripping in Spanish Moss! Walk/Bike to Beach Abundant Wildlife! Walk to Shipyard Golf Club & Pub! Modern Coastal Sunny 1st Floor KING BED Master 3 XL SmartTVs WIFI 287 mps Fully Stocked Kitchen Walk-in Shower Washer/Dryer Beach Chairs, Boogie Boards & More! BBQ Bike & Walk Paths Close to Coligny!

4.77 out of 5 average rating, 226 reviews

BEACHFRONT KING BED VILLA, PVT BALCONY, SELF CKIN

Freshly decorated in coastal decor, this beachfront condo sleeps up to 4 and is located right by Coligny, Hilton Head's chicest neighborhood. Freshly furnished unit includes a spacious king bed and queen sofa sleeper, both fitted with luxurious memory foam mattresses. Just a three minute walk to sandy beaches, and you can catch a glimpse of gentle tides from your own private balcony! The villa is full of amenities including beach chairs, beach umbrella, games and much more.

A stunning sunrise illuminates the ocean, casting a warm golden glow across the water's surface. Rays of sunlight stretch outward, reflecting off the gentle waves. The shoreline is visible, framed by soft grasses, enhancing the tranquil morning scene.

4.99 out of 5 average rating, 192 reviews

Ocean Overlook II - The Penthouse Experience

LUXURIOUS, PENTHOUSE, 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! 4TH FLOOR (TOP FLOOR)! PRIVATE BALCONY! MILLION DOLLAR OCEAN VIEWS! SPA SHOWER! 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**

Guesthouse in Hilton Head Island

4.92 out of 5 average rating, 289 reviews

Alli B's Air B and B-Great Country access off 278

Your family will be close to everything when you stay at this centrally-located place. No gate fees or parking fees- right off of 278- central located between Bluffton and HHI under foot of bridge. Farm like experience -family owned 30 years . Quiet . Pet friendly . Beds-two twin -can pull together if wish -one couch(Not a sofa bed) and one mattress under a bed that can be moved out . Property has several buildings , Guest apt is above garage. NOTE: SEE Space info below

Popular amenities for Hilton Head Island waterfront rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Waterfront apartment accommodation

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, 41 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.

4.85 out of 5 average rating, 247 reviews

Priceless Ocean View, King Bed, Heated Pool

5 out of 5 average rating, 7 reviews

SeaCrest 2512 Stunning, Walk to Coligny Shops/Rest

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.

4.86 out of 5 average rating, 110 reviews

Stunning ocean view condo

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.

4.83 out of 5 average rating, 192 reviews

Jim's Stunning Direct Ocean Front 2BR Villa

4.93 out of 5 average rating, 30 reviews

Gated beachfront villa w/ Pool+Bikes

4.9 out of 5 average rating, 31 reviews

Hilton Head Island Gem

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.

4.91 out of 5 average rating, 97 reviews

1BR/1BA-HHBT/Direct Beach Access

Waterfront house rentals

Superhost

5 out of 5 average rating, 4 reviews

Beach Bungalow in Sea Pines’ Night Heron Community

Home in Hilton Head Island

4.95 out of 5 average rating, 55 reviews

122 Luxury Beach House w/ Heated Pool & Elevator

A private balcony features blue Adirondack chairs arranged around a metal table, overlooking a natural lagoon surrounded by lush green foliage. Sunlight filters through the trees, enhancing the peaceful ambiance of the outdoor space.

4.96 out of 5 average rating, 82 reviews

Sea Pines Home! Walk to Beach | Lagoon View | Pool

Superhost

Home in Palmetto Dunes

4.6 out of 5 average rating, 25 reviews

Private Dock & Pool Beach Access Nearby

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.

4.92 out of 5 average rating, 79 reviews

Updated! Sea Pines Lagoon View Oasis

Home in Hilton Head Island

4.97 out of 5 average rating, 33 reviews

Modern Beach Escape | Private Pool~Steps to Beach

Superhost

Home in Palmetto Dunes

4.75 out of 5 average rating, 4 reviews

9 Promontory

4.94 out of 5 average rating, 18 reviews

FREE Pool Heat - Luxury Home - Pet Friendly

Waterfront condo accommodation

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 features a boardwalk leading to the water, surrounded by soft sand and lush greenery. The sky is expansive, showcasing soft clouds merging with blue hues. The shoreline is visible in the distance, offering a peaceful atmosphere.

4.99 out of 5 average rating, 140 reviews

Beach condo with pool and stunning nature views

A welcoming living area features a large gray sectional sofa accompanied by two blue accent chairs. A round black coffee table is centered on a light gray area rug, while a wall-mounted image of boats adds a coastal touch. The kitchen is visible in the background.

4.84 out of 5 average rating, 129 reviews

Modern villa for vacation or remote work getaway!

4.93 out of 5 average rating, 130 reviews

A sandy path leads to the beach, flanked by dunes and coastal vegetation. The blue ocean stretches into the distance under a partly cloudy sky. A wooden railing guides the way down to the shore, where gentle waves meet the sand.

Condo in Palmetto Dunes

Sea Gem - Unwind by Sea in Style

4.89 out of 5 average rating, 227 reviews

*New* Easy Breezy at Hilton Head Beach & Tennis

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, 121 reviews

KING BED 1BR Oceanview Top Floor Villa

A serene beach scene captures the sun setting over the horizon, with soft waves gently lapping at the sandy shore. The sky is painted in warm hues of orange and pink, reflecting on the water's surface, creating a peaceful ambiance.

4.98 out of 5 average rating, 280 reviews

Steps to Beach Coastal King | Walk to Everything!

A cozy living area features a light-colored sofa with decorative cushions and a coffee table. Sunlight filters through the large sliding door, which opens to a balcony with views of greenery. Engaging artwork and soft furnishings create an inviting space.