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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 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, 326 reviews

Luxury Oceanfront! KING BED 65"TV Pickleball & BAR

PANORAMIC OCEANFRONT VIEW THE MOMENT YOU OPEN THE DOOR!! Beachfront Balcony ✨Top 1% of Airbnb✨ Beachfront Pool, Bar & Grille FREE Pickleball, Tennis, Gym, Vollyball & More HGTV Decorator Renovation KING BED + Two 65" SmartTVs Spa Bath w/Walk-in Shower Expanded Bedroom w/Blackout Sleeping Coastal Décor Full Kitchen Beach Chairs, Boogie Boards, Ice Chest & More RESSORT Bike Rentals on Site 4 Beach Boardwalks 3 Restaurants Sports Bar Gated 24/7 Security Seasonal IslandTrolley Stop Bradley Beach

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.
Condo in Hilton Head Island
4.98 out of 5 average rating, 167 reviews

Luxury KING BED 65"TV Bar FREE Pickleball & Gym

SNOWBIRDS: Warm South Facing Balcony! ✨Airbnb Top 5% Guest Favorite✨ Oceanfront Building! BIG Ocean Views Steps to Beach & Pool 100% NEW HGTV Designer Renovation! KING BED FREE Gym, Pickleball, Tennis Basketball, Volleyball Two 65" SmartTVs Beach Chairs, Boogie Boards, Ice Chest & More! Marble Kitchen/Spa Bath Quiet Top Floor Elevator RESORT: 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

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, 324 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 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.
Condo in Hilton Head Island
4.97 out of 5 average rating, 282 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!

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.
Condo 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.

Guest favourite
A modern kitchen area is showcased with navy blue cabinets and stainless steel appliances. A large island with seating for four is highlighted, and natural light filters in through the window. A cozy living room area is adjacent, featuring a stylish brown leather sofa.
Condo in Hilton Head Island
4.88 out of 5 average rating, 123 reviews

Oceanfront Villa on Hilton Head Island!

This one bedroom, one bath oceanfront Villa is a third floor end unit that sleeps 5. There’s an adjustable queen bed, a set of bunk beds (Intended for children) and a twin sleeper sofa. It is a three minute walk to the sandy shores of Hilton Head Island. The gated resort has these amenities: two pools (one of which is the largest beach front pool on the island), 10 tennis courts, pickle ball courts, fitness center, bike rental, playground, and three restaurants. Reserve your vacation today!

Top 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.
Condo in Hilton Head Island
4.95 out of 5 average rating, 280 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

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, 115 reviews

Beach Front Resort - Ocean View King Bed

OCEAN VIEW-Amazing View-Beachfront 3 MINUTE WALK to the ocean Beachfront condo- Hilton Head Island Beach and Tennis Resort. - Hilton Head is the # 1 rated island by Conde Nast. A tropical landscape- miles of beaches, bike trails, restaurants, boating, fishing, and golf galore. Sleeps 4- 1 KING BED w/bunks in the same room Bunks are NOT twin-size; they are kid-size. Beachfront RESORT, private beach, three restaurants, beachfront pool, Tennis/Pickleball, fitness center & bike rental.

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, 198 reviews

Luxury Oceanfront! KING BED 75"TV Pickleball & BAR

PANORAMIC OCEANFRONT VIEW THE MOMENT YOU OPEN THE DOOR! ✨Airbnb top 1% 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.
Condo in Hilton Head Island
4.99 out of 5 average rating, 171 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**

Top Guest favourite
A bright and inviting living space features a gray sofa with decorative pillows and a white coffee table on a patterned rug. The modern kitchen showcases white cabinetry and a dining area with stools. Fresh flowers are arranged in a vase on the table.
Condo in Hilton Head Island
4.99 out of 5 average rating, 406 reviews

Ocean Front Resort Condo

Enjoy Coastal Cottage Living in a lovely 540 sq ft one bedroom vacation villa within the activity-filled gated resort of Hilton Head Beach and Tennis. Completely remodeled from with all new fixtures, furnishings, housewares and accessories, this charming beach villa has just opened its doors for guests in March 2019. Amenities include coffee, popcorn, breakfast treats and bottled water to consume; and beach towels, chairs, umbrellas and other items to borrow while here.

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, 205 reviews

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

Welcome to our newly renovated 1st floor unit in Fiddler's Cove. Perfect for a tennis, pickleball, golf, biking or beach holiday! A 5-7 min walk to Folly Field beach via a private beach access available to our guests. Use our beach gear. Great secure wifi. Surrounded by world class golf courses. Enjoy 5 star amenities including 2 pools, hot tub, racquetball, pickle ball courts and gym. Pools are open from march 1st-October 31st and hot tub remains open year round.

Popular amenities for Hilton Head condo rentals

KitchenWi-FiPoolFree parking on premisesAir conditioning

Weekly condo rentals

Guest favourite
A sandy beach is depicted under a clear blue sky, with a few scattered clouds. Colorful umbrellas and beach chairs are positioned throughout the area, while individuals are seen enjoying the shoreline. The tranquil ocean extends into the distance, inviting relaxation.
Condo in Hilton Head Island
4.9 out of 5 average rating, 115 reviews

Bright & Beautiful - Steps from the Beach & Pool!

Guest favourite
Condo in Hilton Head Island
4.77 out of 5 average rating, 210 reviews

BEACHFRONT KING BED VILLA, PVT BALCONY, SELF CKIN

Guest favourite
A boardwalk leads towards the ocean, framed by grassy dunes on either side. The sky displays a blend of warm orange and soft purple hues during sunset. A boat is seen cruising on the water, while gentle waves lap against the shore.
Condo in Hilton Head Island
4.81 out of 5 average rating, 106 reviews

Lovely 1-Bedroom Condo with Beach Front Pool

Guest favourite
The open-plan living and dining area is bathed in natural light, featuring a stylish dining table set for six. A comfortable blue sofa invites relaxation, while a patterned area rug adds warmth. The room is complemented by decorative elements, including a lantern and dried floral arrangements.
Condo in Hilton Head Island
4.88 out of 5 average rating, 148 reviews

Turtle View Villa

Top Guest favourite
A modern kitchen features a central island with a white marble countertop and two woven bar stools. Stainless steel appliances are visible, along with a stylish herringbone backsplash. Natural light highlights the clean lines and organized layout of the space.
Condo in Hilton Head Island
5 out of 5 average rating, 107 reviews

5 Star Location! Pool, Walk to Shops/Dining

Guest favourite
The living area is furnished with a spacious sectional sofa, accented by decorative pillows and a cozy throw. A large television is mounted on the wall, and floor-to-ceiling windows provide an ocean view, allowing natural light to fill the room.
Condo in Hilton Head Island
4.94 out of 5 average rating, 109 reviews

Ocean Views at Villamare, Right on the Beach!

Top Guest favourite
A dining table is set for six with blue plates and clear glasses. The kitchen is visible in the background, featuring white cabinets and major appliances. A light fixture illuminates the space, while a cozy living area is accessible through an open doorway.
Condo in Hilton Head Island
4.86 out of 5 average rating, 319 reviews

Gorgeous villa, private beach access, HH Resort

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, 177 reviews

1 Bedroom Condo, 5 Minute Walk to the Beach

Pet-friendly condo rentals

Top Guest favourite
Condo in Hilton Head Island
4.96 out of 5 average rating, 110 reviews

Family Fun in Shipyard • Beach & Golf Nearby

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, 539 reviews

Peach Penthouse (steps to the beach)

Top 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
5 out of 5 average rating, 14 reviews

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

Top 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, 326 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
4.86 out of 5 average rating, 63 reviews

Casa Gabriela pet friendly no pet fee, sleeps 5

Top Guest favourite
Condo in Hilton Head Island
4.97 out of 5 average rating, 38 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
4.8 out of 5 average rating, 103 reviews

Family/Couples Condo Retreat - Walk to Beach/Shops

Top Guest favourite
A scenic view of the waterway at sunset, featuring gentle reflections of a pastel sky. Lush marshland and distant trees line the banks, enhancing the natural beauty of the surrounding landscape.
Condo in Hilton Head Island
4.99 out of 5 average rating, 79 reviews

Pet friendly condo with amazing Broad Creek views

Condo rentals with a pool

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.
Condo in Hilton Head Island
4.91 out of 5 average rating, 221 reviews

Ocean front condo with amazing ocean view!

Top Guest favourite
The kitchen area features modern stainless steel appliances, including a refrigerator and stove. A wooden dining table with four chairs is positioned next to a window, which allows natural light to illuminate the space. White cabinets and a neutral backsplash complement the flooring.
Condo in Hilton Head Island
4.95 out of 5 average rating, 558 reviews

(5) Location! Walk to Coligny Beach Shops Dining!

Top Guest favourite
Condo in Hilton Head Island
5 out of 5 average rating, 25 reviews

Luxury Oceanfront! KING BED 75"TV Pickleball & BAR

Top Guest favourite
A living area is characterized by a comfortable seating arrangement, featuring a light-colored sofa and a patterned armchair. A wooden coffee table is placed centrally, and a television is mounted above a decorative fireplace. Large windows provide views of the outdoor deck and surrounding greenery.
Condo in Hilton Head Island
4.98 out of 5 average rating, 128 reviews

1BR/2BA condo w/private beach access in Shipyard

Guest favourite
A modern kitchen is illustrated with granite countertops and sleek cabinetry. Stainless steel appliances, including a microwave and oven, are visible. A large island with seating for three complements the space, which transitions into a cozy dining area beyond, illuminated by overhead lighting.
Condo in Hilton Head Island
4.94 out of 5 average rating, 197 reviews

Coastal Chic & Tranquil Beach on Hilton Head!

Guest favourite
Condo in Hilton Head Island
5 out of 5 average rating, 10 reviews

Peaceful Retreat at Seascape Villas

Superhost
A view of the resort's building complex is presented, featuring multiple balconies and terracotta roofs. The outdoor pool is visible, surrounded by greenery and lounge chairs. A tranquil waterway lies in the background, with natural landscapes of grass and trees framing the scene.
Condo in Hilton Head Island
4.91 out of 5 average rating, 11 reviews

Marriott Sunset Pointe - 2BD

Top Guest favourite
A comfortable bedroom features a spacious bed adorned with white and blue striped bedding. Two bedside lamps provide gentle lighting beside the bed, while a large mirror reflects the room’s arrangement. Windows allow natural light to illuminate the space, highlighting the soft gray carpeting.
Condo in Hilton Head Island
4.91 out of 5 average rating, 171 reviews

Beach condo in gated resort w/ tons of amenities!

Destinations to explore