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Condo holiday rentals in Hilton Head

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Top-rated condo rentals in Hilton Head

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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, 342 reviews

Ocean View! Steps to beach! Remodeled HHBT Condo!

Newly remodeled just last year! 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, 340 reviews

Oceanfront Luxury! KING BED 65"TV Pickleball & BAR

✨Top 1% Airbnb Home✨ PANORAMIC OCEANFRONT VIEW THE MOMENT YOU OPEN THE DOOR! Beachfront Balcony - Watch Sunrise / Hear Waves! Beachfront Pool, 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 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, 107 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
A modern kitchen and living area feature stainless steel appliances, including a microwave and refrigerator. A spacious dining table is set for four, while a light-colored sofa offers comfortable seating. Soft blue accents complement the coastal decor, creating a relaxed atmosphere.
Condo in Hilton Head Island
4.98 out of 5 average rating, 342 reviews

Ocean Front Resort Villa

Freshly decorated in coastal cottage decor, this 540 sq ft one bedroom villa sleeps up to 6 and is located within the activity-filled Hilton Head Beach and Tennis Resort. The villa was recently remodeled with all new kitchen, bathroom and fixtures and is just 50 steps to gorgeous beach. The views from the living room include ocean, oceanfront pool , beach bar and grill, and pond with fountain. The villa is full of amenities including beach towels, beach chairs, beach umbrella and much more.

Top Guest favourite
Condo in Hilton Head Island
4.95 out of 5 average rating, 115 reviews

Wide Ocean View 65"TV Pickleball BAR GYM Tennis

✨ Top 1% Airbnb Guest Favorite ✨ Big Ocean View - Living Room & Balcony! Oceanfront Building Steps to Beach & Pool Hear the Waves Updated by HGTV Decorator FREE: Pickleball, Tennis, Gym, Volleyball 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 2nd Pool Huge ShadyPlayground 3 BBQ Areas Gated 24/7 Security 4 Beach Boardwalks

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, 161 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.

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, 210 reviews

Oceanfront Luxury! KING BED Pickleball + Beach Bar

✨Airbnb top 10% Home ✨ PANORAMIC OCEANFRONT VIEW THE MOMENT YOU OPEN THE DOOR! Oceanfront Balcony See & Hear the Waves! Sunrise over Ocean 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 Beachfront Pool w/Bar & Grille Sports Bar FREE Tennis, Gym, Pickleball, Basketball, Volleyball 2nd Pool Bike Rental in Resort Gated 24/7 Security Free Trolley Stop - April-Sept

Top Guest favourite
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.
Condo in Hilton Head Island
4.96 out of 5 average rating, 208 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**

Top Guest favourite
Condo in Hilton Head Island
5 out of 5 average rating, 108 reviews

5 Star Location-Pool, Walk to Dining/Shops/Marina

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.

Superhost
Condo in Hilton Head Island
4.81 out of 5 average rating, 164 reviews

Beach Front Villa Oak Tree Lined Views to Water

3 Min Walk to the Beach - Your personal paradise awaits! Whether you’re visiting for a weekend getaway or a long-term snowbird retreat, this beautiful beachfront villa is sure to please. You’ll stay just steps from the beach and enjoy lagoon views and amenities this quiet gated community offers, including 24-hour security, pools, a sauna, tennis, and more! 3 Min Walk to the Beach 3 Min Drive to Hilton Head Distillery 12 Min Drive to Shelter Cove Harbor

Top Guest favourite
A modern kitchen features white cabinetry and stainless steel appliances. A light blue tiled backsplash provides a lively contrast. A round dining table set for four is positioned next to a window that allows natural light to fill the space.
Condo in Hilton Head Island
4.96 out of 5 average rating, 138 reviews

Heron Hideaway: lovely updated near-beach 2bd/2ba

Beautiful, newly remodeled 2bd/2ba vacation home that's steps from the beach. Unwind on our private patio watching the birds frolic around the fountain in the pond below, relax in one of two pools, or kick it with a frozen beachy cocktail near the sea-grass with the ocean breeze tousling your hair while you watch the waves dance on the sand and the sun warmly kisses your skin. If this sounds great, our villa is the perfect choice for you.

Top Guest favourite
A wide and sandy beach stretches along the shoreline, reflecting the sky above. Gentle waves roll toward the shore, while a few distant boats are visible on the horizon. Fluffy clouds drift across a blue sky, creating a serene coastal scene.
Condo in Hilton Head Island
5 out of 5 average rating, 103 reviews

"After Dune Delight"-Admirals Row 220- HHBT 2B/2B

Our villa is a stunning 2 bedroom unit that is just steps from the beach. It is your home away from home! A full size balcony with plenty of room to entertain your family, friends, or just relax and enjoy the ocean view. Beach chairs are provided for your use, so no need to clutter up your car bringing them! Beautiful fully equipped kitchen with dining area with seating for 6. Enjoy the ocean breezes while watching the sunrise.

Popular amenities for Hilton Head condo rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Weekly condo rentals

Top Guest favourite
The kitchen and dining area is equipped with modern appliances, including a microwave and coffee maker. A wooden table with six chairs is set for dining, while white cabinetry and light countertops create a spacious atmosphere. A sliding door provides access to the outdoor area.
Condo in Hilton Head Island
4.97 out of 5 average rating, 108 reviews

1st Floor, 8 Min Walk Beach, King Bed, In Unit W/D

Guest favourite
Condo in Hilton Head Island
4.88 out of 5 average rating, 177 reviews

Renovated - Walk to Beach - 3 Pools - King Bed!

Top Guest favourite
Two individuals are silhouetted against a vibrant sunset on the beach, with deep orange and purple hues reflecting on the water. The shoreline glistens, capturing the light while gentle waves lap at the sand. A fishing pole is anchored in the foreground.
Condo in Hilton Head Island
4.97 out of 5 average rating, 156 reviews

Salty Tides ~ 2 BR/2 Bath ~ Short Walk to Beach!

Top Guest favourite
A renovated kitchen features modern stainless steel appliances including a microwave, oven, and dishwasher. White cabinetry and granite countertops create a clean aesthetic. Ample storage is provided by drawers and cabinets, while laminate flooring adds a warm touch to the space.
Condo in Hilton Head Island
4.99 out of 5 average rating, 209 reviews

1st Floor-Beach Access-2 Pools-Hot tub-Pickleball

Top Guest favourite
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.
Condo in Hilton Head Island
4.96 out of 5 average rating, 106 reviews

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

Top Guest favourite
A bright kitchen and dining area is featured, showcasing light wooden cabinetry, stainless steel appliances, and a dining table with four chairs. A large flat-screen TV is mounted on the wall, and tasteful decor adds a cozy touch to the space. Natural light fills the room.
Condo in Hilton Head Island
4.96 out of 5 average rating, 119 reviews

Beach Front Resort - Ocean View King Bed

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

Beautiful Ocean View- Top Floor - Beach & Tennis

Top Guest favourite
A serene beach scene at sunset, where the sky is filled with hues of orange and gold. The calm water reflects the vibrant sky, and footprints are visible in the fine sand leading along the shoreline.
Condo in Hilton Head Island
4.96 out of 5 average rating, 139 reviews

Lovely family Villa Close to Beach

Pet-friendly condo rentals

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, 567 reviews

Peach Penthouse (steps to the beach)

Top Guest favourite
A serene beach scene captures the setting sun casting warm hues across the sky. The shoreline is marked by gentle waves, and a few silhouettes of beachgoers can be seen in the distance. Lounge chairs rest on the sand, offering a tranquil spot for relaxation.
Condo in Hilton Head Island
4.96 out of 5 average rating, 113 reviews

Walk-to-Beach Condo with Pool & Patios

Superhost
A spacious living area is designed with comfortable seating arrangements, featuring soft sofas and accent chairs. A large flat-screen TV is mounted on the wall, and ample natural light comes through sliding glass doors that provide access to the outdoor patio.
Condo in Hilton Head Island
4.86 out of 5 average rating, 7 reviews

542 Queen’s Grant @ Palmetto Dunes | Dog-Friendly

Superhost
The living area showcases a comfortable sofa with decorative cushions, accompanied by a patterned armchair. A light-colored coffee table is centered on a textured area rug. Warm lighting is provided by two stylish table lamps, and wall art adds a touch of charm.
Condo in Hilton Head Island
4.84 out of 5 average rating, 55 reviews

Stones Throw #56 l luxury 1BR l walk to the beach

Guest favourite
A dining area features a spacious white table surrounded by six chairs, positioned atop a textured rug. A modern light fixture hangs above the table, and a circular mirror adorns the wall. Adjacent bar seating can be seen, offering additional dining options.
Condo in Hilton Head Island
4.94 out of 5 average rating, 17 reviews

Palmetto Dunes/Pet Friendly/Beach Walk/Pool/Golf

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, 340 reviews

Mermaid Cove - 2BR Tybee Island Back River Retreat

Guest favourite
A cozy living area features a calming color palette with soft gray sofas adorned with patterned cushions. A light area rug complements the space, while a decorative coffee table holds a small plant and a vase. Natural light filters through glass doors, revealing outdoor greenery.
Condo in Hilton Head Island
4.87 out of 5 average rating, 68 reviews

Pet friendly 2 bedroom condo, no pet fee, sleeps 5

Top Guest favourite
Condo in Hilton Head Island
4.98 out of 5 average rating, 42 reviews

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

Condo rentals with a pool

Guest favourite
The kitchen features modern white cabinetry and stainless steel appliances, including a dishwasher and oven. A sleek black countertop is complemented by a decorative backsplash, enhancing the contemporary design. An adjoining pantry area is visible, providing additional storage options.
Condo in Hilton Head Island
4.89 out of 5 average rating, 233 reviews

Our Villa by the Sea

Top Guest favourite
Condo in Hilton Head Island
4.97 out of 5 average rating, 35 reviews

Direct oceanfront, 1st floor, 65" TV, pools, golf

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, 117 reviews

Ocean View with Beach Access

Top Guest favourite
Condo in Hilton Head Island
4.85 out of 5 average rating, 203 reviews

Seabatical-Beautiful ocean view! w/Bikes & Chairs

Superhost
An aerial view presents the resort's beachfront location, featuring a wide sandy beach leading to the ocean. The resort complex is surrounded by lush greenery and landscaped areas. On-site, lagoon-style pools are visible along with palm trees and sun loungers, depicting a tranquil vacation atmosphere.
Condo in Hilton Head Island
5 out of 5 average rating, 3 reviews

Marriott Barony Beach 2BR/2Bath Sleeps 8

Superhost
Condo in Hilton Head Island
4.86 out of 5 average rating, 7 reviews

Luxurious Penthouse w Pool, HotTub & OceanViews

Top Guest favourite
A modern kitchen with white cabinetry and stainless steel appliances is featured. A smooth countertop integrates a sink and a dishwasher. Light reflects off the elegant backsplash, enhancing the well-lit space. A blue mat is placed in front of the sink, adding a pop of color.
Condo in Hilton Head Island
4.89 out of 5 average rating, 53 reviews

Updated Beach Condo, 2 BR, 2BA, Farmhouse chic

Guest favourite
A vibrant sunrise casts warm orange and yellow hues across the horizon, reflecting off the ocean's surface. Silhouettes of palm trees frame the scene, while the beachfront resort's pathways and amenities are visible in the foreground.
Condo in Hilton Head Island
4.96 out of 5 average rating, 23 reviews

King Size & Sunrises

Destinations to explore