Condo holiday rentals in Hilton Head Island

The living area is furnished with a large sectional sofa and a single armchair, oriented around a flat screen TV mounted on the wall. A wooden coffee table is centered in the space, and natural light enters through the window adorned with sheer white curtains. Decorative wall art and a shelf with various items are present.

4.96 out of 5 average rating, 137 reviews

Newly Renovated: Island Hideaway on Hilton Head

Check out our newly renovated Island Hideaway! As of Jan 2025, kitchen, master bath and guest room were fully renovated with updated amenities! 2nd Floor Condo with 2 beds, 2 baths and sleeps 6. Just minutes from the beach, Coligny Plaza, and Celebration Park. A short walk to the beach will transport you to this beachside oasis. Coligny is a classic beach town complete with restaurants, shopping, and more. Celebration Park is a brand new family and pet-friendly park located just minutes away.

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.

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!

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, 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! 100% Renovation HGTV Featured Decorator 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 Beachfront 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

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, 106 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

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.

4.97 out of 5 average rating, 295 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!

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.

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.

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.

4.96 out of 5 average rating, 109 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.

A sandy beach scene features a line of blue umbrellas providing shade over a row of wooden chairs. Gentle waves roll in from the ocean under a clear sky, while a distant red lighthouse is visible on the horizon.

4.86 out of 5 average rating, 153 reviews

Beach Resort, pools, tennis, pickle ball Tiki bar!

Ready to unwind? You're on Island Time in this luxury 2 bedroom/2 bath villa with modern upgrades. Wear the kids out with amenities including indoor and outdoor pools and access to a private beach. Enjoy beautiful sunrises and sunsets while sipping a cold cocktail at Cocos.. a true beach bar. Centrally located near putt-putt golf and fabulous restaurants. Trolley Stop #13. Want to explore miles of bike trails OR just relax? We have everything you need to make this the vacation you deserve.

A neatly arranged bedroom features a spacious bed with a light-colored knitted blanket. Natural light filters through a nearby window, illuminating the room. Decorative wall art, displaying leaf motifs, complements the neutral color palette, while a circular mirror adds depth and brightness.

4.89 out of 5 average rating, 277 reviews

Anchor at the Beach ⛱ Eat & Shop at Coligny plaza!

Oceanfront building with a side view of the ocean from the balcony. Park your car and walk to everything. This beautiful 2 bed/2 bath beach condo is perfect for your family vacation or romantic getaway. No streets to cross to get to the beach! Location, location, location. Gated entry, private, and just a 5-minute walk to all the amenities of Coligny Plaza (70 Shops & Restaurants). I also provide beach chairs, umbrella, and beach cart for your convenience during your stay!

A view from the balcony showcases lush greenery and a tranquil pond, with a gentle fountain visible. In the distance, the ocean glimmers under a blue sky. A palm tree stands prominently in the foreground, enhancing the coastal scenery.

4.91 out of 5 average rating, 275 reviews

Hilton Head Beach & Tennis Resort Ocean View!

AMAZING OCEAN VIEW FROM THE BALCONY! Newly remodeled! Perfect for a family or a couple looking to enjoy a great oceanfront resort! Enjoy the site and sounds of the ocean right from the balcony!! This condo is on the second floor with an ocean view, only 5 units back from the ocean, this is a PRIME location! The unit is located in a quiet part of the resort and steps away from the ocean, resort pool, tennis and pickle ball courts. The resort has 24/7 onsite security

5 out of 5 average rating, 108 reviews

Condo in Harbour Town

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.

A welcoming living room features a combination of comfortable seating, including a brown sofa and two patterned chairs. Artistic prints of coastal scenes adorn the walls. A coffee table sits centrally on a decorative rug, while a fireplace adds a charming focal point.

4.93 out of 5 average rating, 127 reviews

Newly Renovated Condo!

A beautiful, newly renovated, 2004 square foot beach getaway! Our condo is perfect for families who want to enjoy all that Hilton Head Island has to offer. Palmetto Dunes is centrally located on the island and convenient to the beach, restaurants, stores and the many other amenities available. The gated pool, right outside the back porch, opens on April 1. Enjoy the short walk to our amazing beaches of the Atlantic Ocean and all the other fantastic amenities!

Popular amenities for Hilton Head Island condo rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly condo rentals

The exterior of a charming villa is presented, featuring a light-colored facade and multiple balconies. A prominent sign reading 'Crown Reef at Port Royal' adds character to the landscape, while surrounding greenery and trees enhance the natural appeal of the setting.

4.98 out of 5 average rating, 40 reviews

Luxury Beach & Golf Villa - 5 min walk from Beach!

4.96 out of 5 average rating, 92 reviews

Oceanside Resort w/ Private Beach Access + 3 pools

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.

4.87 out of 5 average rating, 61 reviews

2118 Villamare Palmetto Dunes Tennis/Pickleball

Superhost

A cozy living area is shown with a light-colored sofa and decorative pillows. A coffee table sits on a patterned area rug, with a side chair nearby. Natural light filters in through large glass doors, leading to a shaded balcony with outdoor seating.

4.86 out of 5 average rating, 58 reviews

Port Royal Village 302 - Walk to Beach

Superhost

A spacious living room is presented, featuring a large screen TV and two comfortable couches. Natural light floods through the sliding glass doors, which lead to a patio overlooking the greenery. A potted plant adds a touch of freshness to the inviting space.

Condo in Shipyard

4.76 out of 5 average rating, 21 reviews

Beautiful Condo Overlooking Golf Course

A dining area features a long wooden table with woven bar stools. Two light sconces are mounted on the wall, providing illumination above. Above the table, two framed paintings depict serene landscapes with palm trees, enhancing the intimate setting.

4.9 out of 5 average rating, 62 reviews

The Surf Villa

5 out of 5 average rating, 14 reviews

Condo in Sea Pines

Coastal Cove Villa

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.

4.89 out of 5 average rating, 53 reviews

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

Pet-friendly condo rentals

4.96 out of 5 average rating, 113 reviews

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 Shipyard

Walk-to-Beach Condo with Pool & Patios

Superhost

4.86 out of 5 average rating, 14 reviews

Modern Pet Friendly Beach House in Palmetto Dunes

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.

4.87 out of 5 average rating, 68 reviews

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

4.98 out of 5 average rating, 42 reviews

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

A screened-in patio area features a comfortable couch with decorative cushions and two armchairs surrounding a central wooden coffee table. Natural light filters through the screens, illuminating potted plants and soft, coastal-inspired decor against a backdrop of lush greenery.

4.84 out of 5 average rating, 57 reviews

Villa Oyster Bay~Beach~Bike~Dine~Relax~Repeat

4.8 out of 5 average rating, 105 reviews

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 Sea Pines

Family/Couples Condo Retreat - Walk to Beach/Shops

4.9 out of 5 average rating, 30 reviews

A living area is furnished with plush, neutral-toned seating that provides comfort. A large glass door reveals views of the tranquil outdoor space. Art and a wall-mounted television enhance the atmosphere, while a dining area is visible in the background.

Condo in Harbour Town

SeaPinesVilla - Harbor Town, Free Bikes, Pets OK

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.

4.85 out of 5 average rating, 179 reviews

1 Bedroom Condo, 5 Minute Walk to the Beach

Condo rentals with a pool

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.

4.98 out of 5 average rating, 341 reviews

Ocean Front Resort Villa

A wooden swing is suspended under a pergola in a grassy area. The surrounding landscape features lush greenery and palm trees, with a bright blue sky and scattered clouds above, creating a tranquil outdoor setting.

4.89 out of 5 average rating, 195 reviews

A+ Condo! 2 Min to Beach~ Ocean View~2 Bikes! #109

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.

4.97 out of 5 average rating, 340 reviews

Oceanfront Luxury! KING BED 65"TV Pickleball & BAR

5 out of 5 average rating, 8 reviews

Chic Beachside Escape at Xanadu Villas

The living room features a spacious sectional sofa with decorative throw pillows, complemented by a blue accent chair. Floor-to-ceiling windows provide ample natural light and views of the surrounding landscape. Neutral-toned decor and artwork depicting fish enhance the coastal ambiance.

4.96 out of 5 average rating, 77 reviews

Ocean Views at Villamare, Steps to the Beach!

A modern living area is captured, featuring a comfortable sofa and a dining table with four chairs. The kitchen area is visible, showcasing dark cabinets and appliances. Pendant lights provide illumination, while a ceiling fan adds functionality. A doorway leads to additional areas of the unit.

4.9 out of 5 average rating, 41 reviews

Modern condo 2 BR 2 bath w/sleeper-sofa

5 out of 5 average rating, 36 reviews

A small outdoor balcony features a round table with two chairs, adorned with floral cushions. Two blue cups sit atop a light blue placemat, with a view of lush greenery and trees visible in the background.

Condo in Sea Pines

Steps to Ocean & Marina in Sea Pines-bikes-pool!

A living area features a leather recliner sofa and a cozy woven coffee table. A light-colored accent chair and a lamp are positioned nearby. A television is mounted on a decorative cabinet, and three framed art pieces are displayed on the wall above.