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Waterfront holiday 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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Top guest favourite
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 Hilton Head Island
4.97 out of 5 average rating, 149 reviews

Beach Resort 2b Luxury Golf/Lagoon View Pickleball

Gated Beach & Golf Resort! ✨ Top 10% Airbnb Guest Favorite ✨ Beach, Golf, Pool, Spa, Restaurants & Bars FREE Pickleball & Tennis – across the street HGTV Decorator designed Panoramic Golf & Lagoon Views! Big Porch Huge Old Oak trees! Coastal Décor Sunny 1st Floor End Unit KING BED + 2 QUEENS 3 XL SmartTVs FREE: FAST WIFI & CABLE Marble Kitchen Washer/Dryer Beach Cart, Chairs, Boogie Boards, Ice Chest BBQ Walk & Bike Path to Beach! Walk to Golf Club & Pub Close to Coligny Summer Beach Shuttle

Top guest favourite
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.
Apartment in Hilton Head Island
4.97 out of 5 average rating, 278 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!

Superhost
A spacious kitchen featuring sleek white cabinetry and a large marble island with seating for four. Modern appliances, including a stainless steel refrigerator and oven, are visible, along with a stylish black backsplash that complements the overall design.
Apartment in Hilton Head Island
4.9 out of 5 average rating, 107 reviews

Luxe Hilton Head Beach Villa w/ Pool Views

Escape to our beautiful beach getaway where you are just a short walking distance to a beautiful natural beach. Our completely restored condo is designed with the perfect blend of luxury and relaxation to enjoy your time in Hilton Head. Our spacious and open floor plan creates a bright and an inviting atmosphere that is perfect for lounging with loved ones and friends. Our bedrooms will give you a perfect night of rest and relaxation while each bathroom provides the perfect spa like experience

Guest favourite
The living area features a light-colored sofa and a glass coffee table, with a view of the resort through sliding glass doors. Soft-hued walls complement the decor, while mirrored panels reflect natural light, enhancing the spacious feel. A dining table with seating for four is visible in the background.
Apartment in Hilton Head Island
4.94 out of 5 average rating, 125 reviews

Desirable Oceanfront Resort*End Unit*Bikes/Chairs

Charming villa with everything you need for the perfect beach getaway- just steps from the sand! Elevated 1st floor, END UNIT offers lots of natural light and ramp for easy access. Situated in desirable C building, closest to beach, pool and Jamaica Joe'z restaurant/ tiki bar. 2 FREE bikes, chairs & beach towels! HHBT Resort provides gated security and countless amenities, including the island's largest oceanfront pool, multiple restaurants/ bars, tennis courts, playgrounds & fitness center.

Top guest favourite
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.
Apartment in Hilton Head Island
4.91 out of 5 average rating, 212 reviews

Breathtaking OCEAN VIEW/Top Floor/Pool & Coligny

ASK ABOUT OFF SEASON SPECIALS. Stunning ocean views from 325 Breakers. Perched on the top floor, your private balcony is ideal for dolphin-watching & sipping morning coffee. Steps to the beach, the villa offers relaxation & play. Guests explore dining & shopping options across the street at Coligny. Island golf, tennis, bike paths etc. ensure there’s something for everyone. Ideal for a romantic getaway or small family vacation, with discounts on bikes & dolphin tours for your island escape.

Top guest favourite
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.
Apartment in Hilton Head Island
4.98 out of 5 average rating, 163 reviews

Luxury OceanView KING BED 65"TV Bar Pickleball GYM

✨ Airbnb Top 5% Guest Favorite ✨ Oceanfront Building! BIG Ocean Views Steps to Beach & Poo! 100% NEW HGTV Designer Renovation! KING BED Expanded Bedroom Two 65" SmartTVs Coastal Decor Beach Chairs, Boogie Boards, Ice Chest & More Marble Kitchen & Spa Bath Quiet Top Floor Elevator RESORT: Huge Oceanfront Pool Beachfront Bar & Grille (Misc. Hours) Sports Bar FREE Gym, Pickleball, Tennis Basketball, Volleyball & More Bike Rental Gated 24 Hour Security Free Seasonal Trolley 4 Beach Boardwalks

Superhost
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.
Flat in Hilton Head Island
4.82 out of 5 average rating, 177 reviews

Jim's Stunning Direct Ocean Front 2BR Villa

This 2nd floor villa has breathtaking, unobstructed ocean views from the living room and master bedroom. Walk to Coligny! Two bedroom suites (new mattresses and ceiling fans), with separate renovated baths. Beautiful maple hardwood & tile floors throughout. Fully appointed kitchen boasts granite countertops, maple cabinets, and stainless steel appliances. New Washer/Dryer. Jim Says "I personally stay in each of my units to ensure they are maintained to my highest level of expectations."

Guest favourite
A view from the balcony captures the serene ocean and beach during sunset. Vibrant colors reflect across the water, while lush greenery and trees frame the picturesque scene. The elegance of natural beauty is enhanced by a lantern hanging nearby.
Apartment in Hilton Head Island
4.95 out of 5 average rating, 276 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 balcony. Natural 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!a

Guest favourite
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.
Apartment in Hilton Head Island
4.88 out of 5 average rating, 103 reviews

Oceanfront, 3rd floor, unobstructed ocean views

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!

Guest favourite
The outdoor space features a year-round heated pool surrounded by lush greenery, with a clear view of the ocean. Umbrellas offer shade over picnic tables, while tall trees enhance the serene atmosphere of the beachside setting.
Villa in Hilton Head Island
4.96 out of 5 average rating, 103 reviews

Oceanfront Scandi Oasis Amazing View & Heated Pool

Villa Aalto is a new Scandinavian style oceanfront oasis created for ease and relaxation throughout your beach vacation. The streamlined interior offers high-end finishes and luxurious hotel-like amenities, with a fully functional kitchen and serene living area overlooking the ocean. The year-round heated pool and private path to the beach make for stress-free days, but the close proximity to Coligny allows you to bike to restaurants, playgrounds and shops within minutes as well.

Top guest favourite
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.
Apartment in Hilton Head Island
4.97 out of 5 average rating, 189 reviews

Oceanfront Luxury! KING BED 75"TV Pickleball | BAR

PANORAMIC OCEANFRONT VIEW THE MOMENT YOU OPEN THE DOOR! ✨Airbnb top 5% Home ✨ 100% New Luxury Renovation Oceanfront Balcony HGTV Featured Decorator KING BED + 75" & 65" SmartTV s Expanded Bedroom MARBLE BATHROOM Coastal Décor TOP FLOOR+Elevator Beach Chairs, Boogie Boards, Ice Chest & More RESORT Beachfront Pool Beachfront Bar & Grille Sports Bar FREE Tennis, Gym, Pickleball, Basketball, Volleyball 2nd Pool Bike Rental Gated w/24 Hour Security Free Trolley Stop Bradley Beach

Top guest favourite
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.
Apartment in Hilton Head Island
4.99 out of 5 average rating, 165 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**

Popular amenities for waterfront rentals in Hilton Head Island

KitchenWifiPoolFree parking on premisesAir conditioning

Waterfront apartment rentals

Guest favourite
A serene ocean view is presented, showcasing the sandy beach bordered by lush palm trees. The water's calm surface reflects the soft colors of the sky, while a wooden pathway leads to the beach from the foreground.
Flat in Hilton Head Island
4.96 out of 5 average rating, 51 reviews

Beachfront Penthouse w/elevator

Top guest favourite
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.
Flat in Palmetto Dunes
5 out of 5 average rating, 38 reviews

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

Guest favourite
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.
Flat in Hilton Head Island
4.85 out of 5 average rating, 236 reviews

Priceless Ocean View, King Bed, Heated Pool

Guest favourite
A scenic view overlooks the Shelter Cove marina, featuring boats docked along the water. The lush greenery and palm trees frame the landscape, while a wooden walkway meanders along the water's edge, providing access to the marina area.
Flat in Shelter Cove
4.94 out of 5 average rating, 51 reviews

Beautiful Penthouse Villa on Shelter Cove Marina!

Top guest favourite
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.
Flat in Shelter Cove
5 out of 5 average rating, 15 reviews

Harbourside Haven

Guest favourite
Flat in Hilton Head Island
5 out of 5 average rating, 9 reviews

Beachfront Escape w Balcony+Pool

Guest favourite
A serene view of the sunrise over the ocean is captured, with warm orange and yellow hues reflecting on the water. The silhouette of palm trees and nearby foliage is visible, framing the tranquil landscape.
Flat in Hilton Head Island
4.93 out of 5 average rating, 76 reviews

Ocean Retreat

Superhost
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.
Flat in Hilton Head Island
4.73 out of 5 average rating, 60 reviews

Dreamy HHI Retreat w/ Pool, Gym

Waterfront house rentals

Top guest favourite
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.
Home in Hilton Head Island
4.99 out of 5 average rating, 95 reviews

6 BR, Sleeps 26, Beach Time

Guest favourite
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, 92 reviews

98 Sandcastle Ct

Superhost
A scenic outdoor dining area features two high white chairs and a small table, offering a view of the marsh and water beyond. The surrounding greenery includes palm and pine trees, creating a tranquil atmosphere.
Home in Sea Pines
4.89 out of 5 average rating, 159 reviews

Water Views Treehouse walkable to Harbour Town

Superhost
A light-filled living area showcases a spacious sectional sofa accented with patterned cushions. A wooden coffee table sits in front, complemented by a contemporary chair. Large windows surround the room, offering views of the surrounding greenery, while a flat-screen TV is mounted on a white entertainment unit.
Home in Sea Pines
4.83 out of 5 average rating, 40 reviews

The Ocean Lily of Sea Pines

Guest favourite
A serene outdoor space is featured, showcasing a swimming pool surrounded by lounging chairs. The deck overlooks a tidal marsh with natural greenery and distant power lines visible. Soft blue and green cushions add a touch of color to the neutral-toned furniture.
Home in Hilton Head Island
4.93 out of 5 average rating, 28 reviews

(14) Views, Pool, Shuffleboard, Ping Pong

Guest favourite
Home in Sea Pines
4.93 out of 5 average rating, 15 reviews

FREE Pool Heat - Luxury Home - Pet Friendly

Top guest favourite
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
4.98 out of 5 average rating, 49 reviews

Sea Pines Villa - Walk to Beach, Golf and Tennis

Guest favourite
A spacious outdoor pool area features lounge chairs arranged around a large swimming pool, with several guests enjoying the water. Two hot tubs are visible nearby, surrounded by palm trees and blue umbrellas. The ocean can be seen beyond the pool, creating a serene backdrop.
Home in Hilton Head Island
5 out of 5 average rating, 18 reviews

Oceanfront condo with elevator and gated entrance!

Waterfront apartment rentals

Guest favourite
An aerial view captures the inviting pool area surrounded by lush landscaping and palm trees. The proximity to the sandy beach is evident, with pathways leading directly to the shore, where beach-goers can be seen enjoying the open space.
Apartment in Hilton Head Island
4.9 out of 5 average rating, 50 reviews

Snowbird ready and discounted Jan - April!

Guest favourite
A serene bedroom space features a spacious bed with a light patterned coverlet. A mirror and a closet are visible, while a smart TV is positioned atop a white cabinet. Soft natural light enters the room through a nearby door leading to an adjacent area.
Apartment in Hilton Head Island
4.93 out of 5 average rating, 214 reviews

Ocean front condo with amazing ocean view!

Top guest favourite
Apartment in Hilton Head Island
5 out of 5 average rating, 19 reviews

Oceanfront KING BED 75"TV Bar Gym PickleballTennis

Guest favourite
A small balcony table is set with two glasses of white wine, a candle, and a plate of shells. A vase with white flowers adds a touch of nature. The expansive ocean can be seen in the background, enhancing the serene atmosphere.
Apartment in Hilton Head Island
4.98 out of 5 average rating, 53 reviews

Romantic Oceanview - KING BED Luxe Beach Getaway!

Guest favourite
A bedroom features a queen-sized bed with white linens and decorative pillows. A full-length mirror reflects the well-lit space. Sheer curtains allow natural light to filter in, while a round wall mirror and contemporary artwork enhance the modern aesthetic.
Apartment in Hilton Head Island
4.91 out of 5 average rating, 103 reviews

Modern Oceanview Villa, Steps to the ocean!

Guest favourite
A spacious living area features a large sectional sofa in warm brown leather, accented by plush throw pillows. A circular coffee table occupies the center, complemented by a soft area rug. Lush indoor plants add a touch of greenery to the bright, inviting space.
Apartment in Sea Pines
4.92 out of 5 average rating, 102 reviews

Condö Nest: Modern Luxury Smart Home near beach.

Top guest favourite
A serene landscape is presented, featuring a tranquil pond surrounded by lush greenery and palm trees. The view extends toward the beach, with well-maintained walkways leading through the gardens. A clear sky with scattered clouds adds to the peaceful ambiance.
Apartment in Hilton Head Island
4.92 out of 5 average rating, 142 reviews

Exclusive Oceanfront Decorator Decor Spacious Bdrm

Superhost
A view from the patio showcases palm trees swaying gently in the breeze, with sandy beach and ocean visible in the distance. Outdoor high-top table and chairs are positioned for guests to enjoy the surroundings.
Apartment in Hilton Head Island
4.82 out of 5 average rating, 119 reviews

Ocean View! 2 Min to Beach~Updated~2 Bikes #132

When is the best time to visit Hilton Head Island?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price£103£114£150£164£162£198£204£167£141£118£110£109
Avg. temp10°C12°C16°C19°C23°C27°C28°C28°C25°C20°C15°C12°C

Quick stats about waterfront rentals in Hilton Head Island

  • Total holiday rentals

    Explore 1,420 holiday rentals in Hilton Head Island

  • Nightly prices starting at

    Hilton Head Island holiday rentals start at £8 per night before taxes and fees

  • Verified guest reviews

    Over 45,510 verified reviews to help you choose

  • Family-friendly holiday rentals

    980 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 130 rentals that welcome pets

  • Holiday rentals with a pool

    1,370 properties feature pools

  • Rentals with dedicated workspaces

    920 properties have a dedicated workspace

  • Wifi availability

    1,390 of Hilton Head Island holiday rentals include wifi 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!

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