Condo holiday rentals in Hilton Head Island

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.

4.91 out of 5 average rating, 219 reviews

Breathtaking OCEAN VIEW |Pool & Coligny| TOP FLOOR

☀️Time to BOOK YOUR HILTON HEAD ESCAPE. Wake up to sweeping oceanfront views from this top-floor Breakers villa, where sunrise steals the show. Watch dolphins & sip morning coffee on your private balcony, then walk just steps to the beach, pool, restaurants, and shopping at Coligny Plaza—no car required. Perfect for a romantic getaway or small family vacation, with exclusive deals on bikes & dolphin tours. This bright condo offers unbeatable location, privacy, and a stress-free island stay. 🐬🚲

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.

4.94 out of 5 average rating, 199 reviews

Coastal Beach Getaway for Sunsets & Flip Flops HHI

Beautiful, bright and open fully renovated vacation villa, just steps from Port Royal Sound! Enjoy our coastal retreat with designer touches! The Sound features a picturesque location with a sandy beach that’s great for strolls, picnicking, nature-watching or just enjoying the sound of the tide. Our villa is at the north end of the island. Close to popular beaches, shopping, restaurants, and entertainment yet in a peaceful and tranquil setting! We have a similar unit right below this one 😊

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, 101 reviews

Luxury OceanView KING BED 75"TV Bar Gym 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 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, 336 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.

The image captures a sandy beach at sunset, with gentle waves lapping at the shore. Tall grass frames the scene, and the sun casts a warm glow over the water. Silhouettes of individuals can be seen in the distance, enjoying the serene ambiance.

4.97 out of 5 average rating, 288 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, 159 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.

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.

4.87 out of 5 average rating, 129 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!

The living area features a sectional sofa with blue and neutral throw pillows. A textured round coffee table sits in front, surrounded by two accent chairs. Decorative wall art, consisting of various woven circles, adds visual interest. Light from table lamps enhances the inviting space.

4.94 out of 5 average rating, 135 reviews

Oceanfront Breathtaking Views

Gorgeous Ocean front views await your perfect vacation at this beautifully decorated beach condo in Palmetto Dunes. Five star rated condo features lush landscaping, palm trees, and tropical flowers will entice your senses. Amenities nearby, swimming pools, barbecue grill, hot tub, white sandy beaches, bike cruisers, kayak, pickle ball, golf, fishing and tennis await you. Your condo features a spacious 1 bedroom, 2 bathrooms , kitchen, dining, living room, and balcony for your comfort .

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.

4.94 out of 5 average rating, 285 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 serene beach scene showcases a wide expanse of sandy shore bordered by gentle waves under a clear blue sky. The shoreline leads toward distant buildings, creating a tranquil atmosphere at the water's edge.

4.88 out of 5 average rating, 129 reviews

Relaxing 2Br/2ba condo on HHI, minutes from beach

An easy 10-minute walk from the beach, this condo is an excellent getaway for families, golf trips, or just getting away from home. Enjoy the two pools, one of which is just steps from the unit, or any of the other amenities, including tennis courts, outdoor grilling, fitness center, and playgrounds. The home is in a private gated community with 24/7 security. After enjoying your day, end your night watching your favorite shows on our 70 inch TV or relaxing on the private balcony.

A serene beach scene at sunset displays soft hues of orange and pink reflecting on the water. Two figures stroll along the shoreline, leaving footprints in the sand. Gentle waves lap against the beach, creating a peaceful coastal atmosphere.

4.91 out of 5 average rating, 170 reviews

Cozy in Coligny

Welcome to the Cozy in Coligny condo! Located at The Breakers, a highly desirable beachfront property, you are only steps away from the pool and beach. You will be in the heart of award-winning Coligny Beach – park your car and leave it! You can spend the day playing in the sun and sand then walk across the street to Coligny Plaza – home to the beloved Piggly Wiggly grocery store and 60+ shops, restaurants, entertainment, tour information, beach equipment, and bike rentals.

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.

4.98 out of 5 average rating, 204 reviews

Oceanfront Luxury! 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

Popular amenities for Hilton Head Island condo rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Weekly condo rentals

Aerial view of Marriott's Harbour Club reveals the spacious resort surrounded by lush greenery and tall trees. Scenic Calibogue Sound is visible in the background, with the iconic Harbour Town Lighthouse further enhancing the inviting landscape.

5 out of 5 average rating, 15 reviews

Marriott Harbour Club - 2BD

4.89 out of 5 average rating, 114 reviews

A spacious dining area is presented with a wooden table surrounded by six white chairs. A vase with flowers is centered on the table. A comfortable seating area with a brown couch is visible in the background, completed by contemporary decor and a large clock.

Condo in Bluffton

Best of Bluffton 2

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, 207 reviews

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

The living room features a comfortable sofa paired with two armchairs, creating a relaxed seating area. A coffee table sits in the center, complemented by a light-colored area rug. Large windows frame the beautiful view of the ocean and surrounding landscape.

4.89 out of 5 average rating, 93 reviews

Jim's Direct Oceanfront 3BR Penthouse Villa

4.85 out of 5 average rating, 127 reviews

Crashin' Waves-Oceanview w/Bikes, Chairs& King Bed

A living area features a spacious blue sectional sofa, complemented by decorative pillows. Two ceiling fans provide airflow. A dining table for four sits nearby, while large sliding glass doors frame a view of palm trees and sky, enhancing natural light.

4.79 out of 5 average rating, 180 reviews

Beach location in the center of it all!!!

A sunset view is captured from the balcony, showcasing the golden sun descending over the ocean horizon. Silhouettes of palm trees and a grassy area are visible, creating a serene coastal atmosphere. The sky displays soft hues of orange, pink, and gray.

4.95 out of 5 average rating, 365 reviews

1 Minute walk to the beach *Amazing ocean view*

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, 52 reviews

Best sunrise on HHI!

Pet-friendly condo rentals

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, 111 reviews

Walk-to-Beach Condo with Pool & Patios

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, 29 reviews

Luxurious, Dog Friendly Ground Fl Villa Fazio Golf

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.

4.84 out of 5 average rating, 55 reviews

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

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.

4.94 out of 5 average rating, 16 reviews

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

4.98 out of 5 average rating, 40 reviews

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

A serene bedroom features a queen bed adorned with a light blue and white tropical motif quilt. Two bedside tables with lamps provide soft lighting, while coastal-themed artwork decorates the walls. A window allows natural light to filter into the space, enhancing the tranquil ambiance.

5 out of 5 average rating, 15 reviews

Arrive-Walk: Dining-Shops-Celebration Park-BEACH!

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.

4.8 out of 5 average rating, 104 reviews

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, 177 reviews

1 Bedroom Condo, 5 Minute Walk to the Beach

Condo rentals with a pool

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.

4.81 out of 5 average rating, 83 reviews

Palmetto Dunes - Captains Walk, Penthouse View

A spacious living area is featured with a comfortable gray sofa and a coffee table on a patterned rug. A ceiling fan is installed for airflow, and natural light enters through nearby windows. Decorative artwork and soft lamps add a welcoming touch to the space.

4.95 out of 5 average rating, 113 reviews

Quick Walk to Beach- 2BR/1BA - South Forest Beach

An outdoor dining area is shown, featuring a round table with six ornate metal chairs. A large red umbrella provides shade, and lush greenery and a view of the marina are visible in the background.

4.98 out of 5 average rating, 183 reviews

Heart of Harbour Town - Beach | Pool | Golf | 2BR/2.5BA - Pool Access

4.98 out of 5 average rating, 53 reviews

Boutique Ocean-View Luxury Retreat|Prime Location!

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 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, 116 reviews

Beach Front Resort - Ocean View King Bed

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.

4.95 out of 5 average rating, 21 reviews

King Size & Sunrises

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.