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Condo vacation rentals in Hilton Head

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Top-rated condo rentals in Hilton Head

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Top guest favourite
Condo in Hilton Head Island
4.89 out of 5 average rating, 222 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.

Top guest favourite
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, 117 reviews

Luxury OceanView KING BED 75"TV Gym BAR Pickleball

✨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

Top guest favourite
Condo in Hilton Head Island
4.95 out of 5 average rating, 123 reviews

Big OceanView Beach Bar FREE Pickleball Tennis GYM

✨ Top 1% Airbnb Guest Favorite ✨ Big Ocean View - Living Room & Balcony! Oceanfront Building Steps to Beach & Pool Hear the Waves! FREE: Pickleball, Tennis, Gym, Volleyball Updated by HGTV Decorator Top Floor w/Elevator 2 XL SmartTVs Fast WiFi 652 mbps Beach Chairs, Ice Chest & More Couples Retreat / Small Families RESORT: Oceanfront Pool w/Tiki Bar & Grille Sports Bar w/Pool Table 3 Restaurants Bike Rentals Huge ShadyPlayground 2nd pool 3 BBQ Areas Gated 24/7 Security 4 Beach Boardwalks

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.
Condo in Hilton Head Island
4.97 out of 5 average rating, 216 reviews

Oceanfront Luxury! KING BED Pickleball + Beach Bar

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 favourite
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.
Condo in Hilton Head Island
4.98 out of 5 average rating, 165 reviews

My Blue Heaven, Direct Ocean Front View

Welcome to our ocean front rental, a haven for couples seeking a romantic and stylish getaway. With its breathtaking ocean view, five-star reviews, and recent remodel in 2023, this rental promises an unforgettable experience. Our guests have praised the attention to detail, the stunning view, and the overall ambiance of the space. Rest assured that your stay will be nothing short of extraordinary. Step out onto the balcony and take in the fresh sea breeze as you relax in the swinging chair.

Top guest favourite
The living area showcases comfortable seating arrangements with two plush sofas and an accent chair. A light area rug features a subtle pattern. Large glass doors invite natural light and connect the space to an outdoor balcony. Art adorns the walls.
Condo in Hilton Head Island
4.96 out of 5 average rating, 112 reviews

Private comfy condo, steps away from the beach

Light and spacious beach-side condo centrally located within a gated community. Walk to the beach via one of several private beach accesses or to the community’s pools, grills, courts, gym, and play areas within minutes. Located in a quiet and relaxed area away from the bustle of the island’s southern end makes this perfect for families and retirees alike. Golf courses, stores and entertainment are only a short drive from the property. No-contact check-in using your personal numeric code.

Top guest favourite
Condo in Hilton Head Island
4.96 out of 5 average rating, 334 reviews

Ocean & Marsh View KING BED Beach Bar + Pickleball

✨Top 5% Airbnb Home✨ Steps to Beach & Pool Beachfront Building Quiet Top Floor: Marsh & Ocean Views KING BED + 2 Big SmartTVs FAST WiFi (574 mbps) FREE Pickleball, Tennis, Gym + More HGTV Decorator Renovation Couples Retreat Beach Chairs, Boogie Boards, Ice Chest & More 🏝️RESORT🏝️ 4 Private Beach Boardwalks Huge Oceanfront Pool Beachfront Tiki Bar & Grille Sports Bar & Grille 2nd Pool Bike Rentals in Resort Gated 24 HR Security HUGE shady Playground FREE Island Trolly Stop (April-Sept)

Top guest favourite
Condo in Hilton Head Island
4.99 out of 5 average rating, 137 reviews

Beach condo with pool and stunning nature views

Warm, modern, and designed with character—this newly remodeled 2-bed/2-bath is the closest condo to Hilton Head's hidden gem beach, with lagoon and sound views. King bed in the primary, twin beds in the kids' room: screened-in sunroom, 3 pools, hot tub, tennis. Fully stocked kitchen with a guest-favorite coffee bar, restocked fresh each stay. In-unit laundry, big-screen TVs in every room, all the beach gear you need (cart, chairs, boards, toys, and more), 400 MB Internet—no cleaning fee!

Top guest favourite
A stretch of sandy beach is depicted under a bright sky, featuring three blue umbrellas positioned over wooden lounge chairs. Gentle ocean waves are seen rolling onto the shore, and the sun reflects off the water, creating a serene coastal atmosphere.
Condo in Hilton Head Island
4.97 out of 5 average rating, 216 reviews

Ocean Front Beach & Tennis Resort 2 BR 2 BA Villa

Welcome to our renovated 2BR 2BA Villa at Hilton Head Beach & Tennis Resort. It is a short walk to the Resort's beautiful Private Access Beach and largest outdoor pool on the Island Updated appliances, furniture & bathrooms. Villa has a fully equipped Kitchen, Coffee Bar with Keurig, Memory Foam Mattresses on all Beds 3 Wall Mounted Smart TV's Hi Speed Wifi. Sleeps 5 adults Comfortably contact us for info on add'l guests. Porta Crib supplied but guest must bring own linens for crib

Top guest favourite
A wooden boardwalk leads through grassy dunes towards the beach. The path extends toward the calm ocean, under a gray sky. Soft sand is visible at the boardwalk's end, inviting guests to access the beachfront.
Condo in Hilton Head Island
4.96 out of 5 average rating, 348 reviews

Ocean View & Steps to Beach! Remodeled HHBT Condo!

Newly remodeled! Adorable beach front condo located in HH Beach & Tennis Resort. Watch & listen to the ocean waves right from your 2nd floor balcony! The condo is in a gated area within where guests will have access to a private beach, 2 pools, resort restaurants, tennis, pickleball, beach volleyball, playgrounds, cookout areas, bike rental, and a gym. We also provide beach chairs, coolers, boogie boards and coffee! It's all here! The getaway you've been waiting for and deserve! 💕

Top guest favourite
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, 346 reviews

Oceanfront Luxury! KING BED Beach Bar + Pickleball

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

Top guest favourite
A sun-filled sitting area features a light-colored sofa and accent chairs arranged around a rectangular table. Two round mirrors are mounted on the wall, enhancing the space. Sheer white curtains frame the windows, allowing natural light to illuminate the room.
Condo in Hilton Head Island
4.95 out of 5 average rating, 169 reviews

Secluded 1st Floor ~ 2 Bed/2 Bath Beach Getaway

Newly Remodeled - 2 Bedroom/2 Bath First Floor Villa in a Gated Community - less than a five minute walk through our complex to a private, natural beach! Everything you need to enjoy a relaxing, peaceful getaway and all that Hilton Head Island is famous for. Located in a beautiful, quiet community that offers 2 outdoor pools and one indoor pool that can be enjoyed year round. Come discover why this island has been voted the #1 best island in the United States! Permit #044928

Popular amenities for Hilton Head condo rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Weekly condo rentals

Guest favourite
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.
Condo in Hilton Head Island
4.84 out of 5 average rating, 127 reviews

Modern villa for vacation or remote work getaway!

Top guest favourite
Condo in Hilton Head Island
5 out of 5 average rating, 46 reviews

Oceanfront Luxury! KING BED Beach Bar + Pickleball

Guest favourite
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.
Condo in Hilton Head Island
4.96 out of 5 average rating, 118 reviews

KING BED 1BR Oceanview Top Floor Villa

Top guest favourite
An ocean view is captured from the fifth floor, showcasing a sandy beach with gentle waves lapping at the shore. Lush greenery and a playground area are visible in the foreground, framed by nearby buildings and an inviting blue sky.
Condo in Hilton Head Island
4.97 out of 5 average rating, 75 reviews

Island Club 4502-Beautiful Ocean View

Guest favourite
A modern kitchen features stainless steel appliances, complemented by white cabinetry and granite countertops. An open dining area is visible, with a wooden table surrounded by chairs, and a cozy living space includes a comfortable sofa facing a wall-mounted TV. Large windows offer ocean views.
Condo in Hilton Head Island
4.95 out of 5 average rating, 119 reviews

Ocean View with Beach Access

Top guest favourite
Condo in Hilton Head Island
5 out of 5 average rating, 15 reviews

Steps to Beach, Water Views, 3 Pools & Hot Tub

Guest favourite
A serene pool area is surrounded by lush greenery, with a paved walkway leading to the water. Several lounge chairs are positioned near the pool, which is framed by a low fence. Mature trees provide ample shade, enhancing the tranquil atmosphere.
Condo in Hilton Head Island
4.85 out of 5 average rating, 184 reviews

1 Bedroom Condo, 5 Minute Walk to the Beach

Guest favourite
The living area features a sectional sofa paired with a lighted ceiling fan, offering ocean views through large windows. A neutral color palette is complemented by natural light streaming in, creating a comfortable and open atmosphere, ideal for relaxation.
Condo in Hilton Head Island
4.93 out of 5 average rating, 72 reviews

#504 1BR/2BA/Ocean/Beach Views/Sofa Bd/Jaccuzzi

Pet-friendly condo rentals

Superhost
The dining area features a wooden table that accommodates six, surrounded by white chairs. A modern kitchen is visible, showcasing blue cabinetry and stainless steel appliances, including a stackable washer/dryer. Two pendant lights hang above the table, enhancing the inviting atmosphere.
Condo in Hilton Head Island
4.9 out of 5 average rating, 58 reviews

Queens Grant Gem - Newly Remodel - 2/2 - King Bed

Superhost
A spacious living room is furnished with comfortable black leather seating surrounding a wooden coffee table. Soft lighting is provided by stylish light fixtures. A decorative area rug adds texture beneath the seating arrangement, and the open layout connects to the dining area and kitchen.
Condo in Hilton Head Island
4.84 out of 5 average rating, 101 reviews

High-End Décor, Steps 2 Pool, Walk 2 Beach/Coligny

Top guest favourite
The balcony features a wooden floor with several potted plants visible in the background. Two comfortable chairs adorned with tropical print cushions are positioned beside a small table. A ceiling fan is mounted above, enhancing the outdoor seating area.
Condo in Tybee Island
4.9 out of 5 average rating, 575 reviews

Peach Penthouse (steps to the beach)

Top guest favourite
Condo in Hilton Head Island
4.96 out of 5 average rating, 113 reviews

Walk-to-Beach Condo with 3 Patios & Pool

Guest favourite
Condo in Hilton Head Island
4.88 out of 5 average rating, 16 reviews

Modern Pet Friendly Beach House in Palmetto Dunes

Guest favourite
A wooden deck overlooks a tranquil waterway, featuring a hammock strung between two posts. Lush green grass and tropical palm trees surround the space, while a gazebo provides shade nearby. Some chairs are positioned along the railing, inviting relaxation and enjoyment of the serene view.
Condo in Tybee Island
4.91 out of 5 average rating, 345 reviews

Mermaid Cove - 2BR Tybee Island Back River Retreat

Top guest favourite
Condo in Hilton Head Island
4.98 out of 5 average rating, 45 reviews

Sea Pines Condo, 2 Bdrm/2Ba w/Bikes! Pets welcome!

Guest favourite
A cozy living area is presented with a plush green sofa adorned with colorful pillows. A light-toned coffee table rests on a vibrant area rug. Natural light filters through sheer curtains, illuminating the space, which features a potted plant and sliding glass doors leading to an outdoor area.
Condo in Hilton Head Island
4.81 out of 5 average rating, 108 reviews

Family/Couples Condo Retreat - Walk to Beach/Shops

Condo rentals with a pool

Top guest favourite
Condo in Hilton Head Island
4.96 out of 5 average rating, 70 reviews

Sea la Vie @Fiddler's Cove - Fitness Room

Guest favourite
A welcoming living area features a spacious sectional couch with patterned accents, alongside a wooden coffee table. Large windows allow natural light to fill the space, with views of greenery visible outside. A flat-screen TV is mounted on the wall, complemented by a lamp for additional lighting.
Condo in Hilton Head Island
4.87 out of 5 average rating, 61 reviews

2118 Villamare Palmetto Dunes Tennis/Pickleball

Superhost
Condo in Hilton Head Island
4.85 out of 5 average rating, 13 reviews

Brand New Lux Condo - Ocean View! Steps to Beach!

Guest favourite
A bright living area features a comfortable sofa and a small round table positioned near large sliding glass doors that reveal ocean views. Light curtains frame the windows, allowing natural light to enhance the space. A cozy rug is placed on the floor.
Condo in Hilton Head Island
5 out of 5 average rating, 77 reviews

THE SANDPIPER’s NEST Luxury direct Oceanfront

Top guest favourite
A calm bedroom features a spacious bed with a pink patterned quilt, complemented by a decorative beach-themed sign above. Two white closet doors are visible along one wall, while a bedside table holds a lamp. Coastal decor accents enhance the serene atmosphere.
Condo in Hilton Head Island
4.9 out of 5 average rating, 260 reviews

HHI. Easy Direct Beach Access. 3 pools- 1 indoor.

Guest favourite
A newly renovated kitchen features sleek white cabinetry and luxurious quartz countertops. Modern appliances, including a black dishwasher and refrigerator, complement the design. A spacious open layout extends into the living area, with natural light illuminating the tiled floor and inviting textures throughout.
Condo in Hilton Head Island
4.97 out of 5 average rating, 63 reviews

our "Escape from New York"

Superhost
An aerial view captures the expanse of Bluewater Resort & Marina, showcasing the vibrant blue roofs of the villas surrounded by lush greenery and tranquil water. The Intracoastal Waterway glistens in the sunlight, enhancing the serene landscape dotted with boats and natural scenery.
Condo in Hilton Head Island
5 out of 5 average rating, 4 reviews

Bluewater Resort & Marina - Large 3BR/3BA

Guest favourite
A light-filled living area features a comfortable gray sofa with decorative pillows and a round coffee table. Large sliding glass doors provide a clear view of the ocean and outdoor seating on the balcony. Coastal art prints adorn the walls, enhancing the calm atmosphere.
Condo in Hilton Head Island
4.94 out of 5 average rating, 54 reviews

Best sunrise on HHI!

Destinations to explore