Condo holiday rentals in Hilton Head Island

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, 315 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 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, 319 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.

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.

4.98 out of 5 average rating, 125 reviews

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

This large, tastefully decorated 1BR / 2BA condo, located in Shipyard, has everything you need to kick back with family or friends. Enjoy a morning coffee or evening cocktail on the large wrap around deck. Spacious and comfortable master bedroom with king bed, walk-in closet, en-suite bath, and seating area. Fully equipped kitchen with an adjacent seating area for six. Queen sleeper sofa in the living room and second full bath with shower. In unit washer/dryer. Clean fee includes 1 car pass.

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.

4.9 out of 5 average rating, 210 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.

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.

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

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.

4.95 out of 5 average rating, 275 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

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.

4.96 out of 5 average rating, 114 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.

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.

4.95 out of 5 average rating, 196 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**

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, 187 reviews

Oceanfront Luxury! KING BED 75"TV Pickleball | BAR

PANORAMIC OCEANFRONT VIEW THE MOMENT YOU OPEN THE DOOR! 100% New Luxury Renovation Oceanfront Balcony HGTV Featured Decorator KING BED + 75" & 65" SmartTV s ✨Airbnb top 10% Home ✨ 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

A bright living area features a comfortable sofa and additional seating, including a wicker chair. A coffee table sits on a decorative rug, while large sliding glass doors allow natural light and views of the outdoors. Simple decor adds a relaxed beach ambiance.

4.94 out of 5 average rating, 161 reviews

Stay by the Beach ⛱ Eat & Shop at Coligny plaza!

Park your car and walk to everything! This beautiful 2 bedroom/1.5 bath 2-storey beach villa is perfect for your family vacation, couple's getaway, or remote work location! This location can't be beat. Just across the street from a public beach access path, and a 5-minute walk to all the amenities of Coligny Plaza (70 Shops & Restaurants) & the brand new Low Country Celebration Park! I also provide beach chairs, umbrella, and beach cart for your convenience during your stay

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, 317 reviews

Oceanfront Luxury KING BED 65"TV Pickleball Tennis

PANORAMIC OCEANFRONT VIEWS! Beachfront Balcony ✨Top 5% of Airbnb✨ Beachfront Pool, Bar & Grille FREE Tennis, Gym, Pickleball, Basketball, Volleyball & More HGTV Decorator Renovation KING BED (2) 65" SmartTVs Spa Bath w/Walk-in Shower Expanded Bedroom w/Blackout Sleeping Coastal Décor Full Kitchen Beach Chairs, Boogie Boards, Ice Chest & More 4 Boardwalks 3 Restaurants Sports Bar Bike Rentals on Site Gated 24/7 Security Island Seasonal Trolley Stop Bradley Beach

A serene beach scene features a boardwalk leading to the water, surrounded by soft sand and lush greenery. The sky is expansive, showcasing soft clouds merging with blue hues. The shoreline is visible in the distance, offering a peaceful atmosphere.

4.98 out of 5 average rating, 131 reviews

Beach condo with pool and stunning nature views

Your peaceful and stylish condo is on Hilton Head’s hidden gem beach, with nature views, lush landscaping, 3 pools, a hot tub, and tennis. This newly remodeled 2-bed/2-bath unit features lagoon and sea views, a screened-in sunroom, new LG appliances, quartz counters, a stocked kitchen, in-unit laundry, 65" TV in the living room, 58"/55" TVs in bedrooms, beach gear (cart, umbrellas, toys), 400 MB Internet—and no cleaning fee!

Popular amenities for Hilton Head Island condo rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Weekly condo rentals

4.95 out of 5 average rating, 94 reviews

HUGE Ocean View 65"TV Pickleball BAR GYM & Tennis

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.

4.99 out of 5 average rating, 204 reviews

1st flr, Pools, Tennis, Pickleball & Beach Access

A decorative shelving unit displays an assortment of illuminated lighthouses in various colors. The vibrant lighting creates a calming ambiance, highlighting unique designs in each lighthouse. Darker corners contrast with the radiant colors, enhancing the visual appeal of the arrangement.

4.98 out of 5 average rating, 178 reviews

"Beach Time" - a cozy HHI Condo, steps from beach

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.

5 out of 5 average rating, 74 reviews

THE SANDPIPER’s NEST Luxury direct Oceanfront

A scenic view of the ocean is displayed from a top-floor balcony. The tranquil water reflects the clear blue sky, while marshland and vegetation frame the landscape. A boardwalk is visible, leading toward the beach, enhancing access to the natural surroundings.

4.95 out of 5 average rating, 136 reviews

Gorgeous OCEAN View, Resort Amenities & Beach!

A spacious bedroom features a large bed adorned with a colorful floral quilt and accented by several plush pillows. A bedside lamp provides soft lighting, while a window offers a view of the outside greenery, contributing to a calm atmosphere.

4.92 out of 5 average rating, 170 reviews

By the Beautiful Sea, 30 Day Discounts available

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.

4.94 out of 5 average rating, 161 reviews

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

A clear view of the indoor pool area is highlighted, featuring a large swimming pool surrounded by lounge chairs. Hot tubs are visible nearby, with the indoor track and additional amenities surrounding the space. Natural light filters through the upper levels of the building.

4.96 out of 5 average rating, 109 reviews

Beautiful Newly Renovated 2 Bedroom/2 Bath Condo

Pet-friendly condo rentals

4.98 out of 5 average rating, 91 reviews

A dining area is illuminated by a chandelier, featuring a table surrounded by six white chairs. A large mirror reflects natural light from the nearby windows, while a decorative map artwork decorates the wall. A lamp on a side table adds a soft glow.

Condo in Sea Pines

Steps away from South Beach & Salty Dog!

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.

4.96 out of 5 average rating, 106 reviews

Walk to Beach 2BR Condo with Pool & Tennis

An inviting open-concept living area features a dining table set for four, complemented by a soft rug beneath. A modern kitchen is visible in the background, with sleek cabinetry and appliances, while a comfortable seating area showcases a leather sofa and glass coffee table, illuminated by ceiling fans.

5 out of 5 average rating, 27 reviews

Luxurious, Dog Friendly Ground Fl Villa Fazio Golf

4.97 out of 5 average rating, 36 reviews

A comfortably arranged living room features a blue sofa and loveseat facing a coffee table. A mounted flat-screen TV is positioned on an entertainment console. Large glass doors open to a balcony, allowing natural light to illuminate the space. A dining area is visible in the background.

Condo in Sea Pines

Sea Pines 2 Bdrm/2Ba Condo W/Bikes, Pets Welcome!

A bright and airy living room features a spacious, L-shaped sectional sofa adorned with decorative pillows. A coffee table centers the area, while a woven light fixture hangs overhead. Large windows provide natural light and a view of the lush outdoor surroundings.

5 out of 5 average rating, 5 reviews

Beachside Bliss, Newly Renovated, Pet Friendly

4.8 out of 5 average rating, 103 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

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, 174 reviews

1 Bedroom Condo, 5 Minute Walk to the Beach

A balcony view showcases lush greenery leading to the beach. The ocean is visible in the distance, with beach access paths winding through the area. Picnic tables are positioned on the grassy expanse, providing outdoor seating options under the warm sun.

4.9 out of 5 average rating, 68 reviews

ThisISOceanfront30%OffJulyDates2BR/2BACondo

Condo rentals with a pool

Superhost

A spacious open-concept living and dining area showcases a modern dining table surrounded by six chairs. The fully equipped kitchen features stainless steel appliances and light cabinetry, while large sliding doors offer views of the outdoor patio with golf course scenery.

5 out of 5 average rating, 4 reviews

265 Turnberry @ Palmetto Dunes | Golf View Escape

Superhost

A sweeping view of the beach is captured from a balcony, showcasing a sandy shore lined with umbrellas and beach chairs. Lush green vegetation leads to the water, where gentle waves meet the coastline under a clear blue sky.

4.8 out of 5 average rating, 80 reviews

Palmetto Dunes - Captains Walk, Penthouse View

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.

4.9 out of 5 average rating, 49 reviews

Snowbird ready and discounted Jan - April!

A light blue sofa is positioned against a textured wall, complemented by two side tables topped with lamps. Above the sofa, a framed artwork of a white bird is displayed. A clear coffee table sits centered on a patterned area rug, adding warmth to the living space.

4.91 out of 5 average rating, 56 reviews

The Breakers- Direct Oceanfront-Pool

A balcony offers a table and two chairs, providing a space for relaxation and enjoyment of ocean views. The horizon features a clear blue sky and the serene expanse of water. Lush greenery and trees frame the scenery, enhancing the tranquil atmosphere.

4.84 out of 5 average rating, 89 reviews

Jim's Chic Direct Oceanfront 2BR Villa

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.

4.96 out of 5 average rating, 47 reviews

Best sunrise on HHI!

A light-filled living area features a large sectional sofa and an ottoman on a patterned rug. Floor-to-ceiling glass doors open to a private balcony overlooking lush greenery. A pair of stylish lamps and decorative wall mirrors enhance the space's inviting ambiance.

4.94 out of 5 average rating, 16 reviews

MyStay at 307 Forest Beach Villas - Prime Coligny!

A welcoming living area is presented, featuring a comfortable sofa and a round dining table with two chairs. A wall-mounted television is visible. Natural light floods in through sliding glass doors, offering a view of palm trees and outdoor seating.