Condo holiday rentals in Hilton Head Island

4.97 out of 5 average rating, 354 reviews

Ocean/Marsh View KING BED Beach Bar GYM Pickleball

✨Top Guest Favorite Home✨ Beachfront Building! Steps to Beach, Pool, Tiki Bar & Grille! Quiet Top Floor: Marsh & Ocean Views KING BED + 2 XL SmartTVs FREE Pickleball, Tennis, Gym + More HGTV Decorator FAST WiFi (574 mbps) Couples Retreat Beach Chairs, Boogie Boards, Ice Chest+More 🏝️RESORT🏝️ 4 Private Beach Boardwalks Huge Oceanfront Pool Beachfront Tiki Bar & Grille Sports Bar & Grille 2nd Pool Bike Rentals in Resort Gated 24 HR Security HUGE shady Playground FREE Island Trolly (April-Sept)

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.

5.0 out of 5 average rating, 111 reviews

The Lookout - A Modern Beach Retreat (Oceanfront)

Welcome to The Lookout! The moment you step into this villa you will be greeted by an open floor plan, a fully stocked kitchen, & every amenity that you'll need for your stay. Take a seat on one of the high top adirondack chairs & enjoy your favorite beverage while overlooking the most popular beaches on the island. Truly - every square inch of this unit has been meticulously utilized to give you an unforgettable vacation. We look forward to hosting you at Seaside Villa's premier luxury villa!

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, 141 reviews

Oceanview Luxury! King Bed 75"TV Pickleball & Bar

✨Top Airbnb Guest Favorite Home✨ Big Ocean Views - Living Room & Balcony Oceanfront Building Steps to Beach Boardwalk, Pool & Tiki Bar FREE Pickleball, Tennis, Gym & More KING BED + 75" & 65" Smart TVs Expanded Bedroom HGTV Featured Decorator 100% NEW Luxury renovation Marble Kitchen & Bath Quiet Top Floor Well-designed 540 sq. ft. Elevator Beach Chairs + More RESORT: Oceanfront Pool & Bar & Grille 3 Restaurants Sports Bar 4 Beach Boardwalks Bike Rental Gated 24/7 Security FREE Island Trolley

4.98 out of 5 average rating, 150 reviews

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 Shipyard

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 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, 362 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 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, 169 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 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.

4.98 out of 5 average rating, 364 reviews

Oceanfront Luxe KING BED 65TV Beach Bar Pickleball

Panoramic 180° Oceanfront views the Moment You Open the Door! Beachfront Balcony Watch Sunrise/Hear the Waves 1 min walk to Beach! Beachfront Pool, Tiki Bar/Grill KING BED FREE Pickleball, Tennis, Gym HGTV Designer Renovation Two 65" SmartTVs Expanded Bedroom Blackout Sleeping Marble Spa Bath Coastal Décor Full Kitchen Beach Chairs, Boogie Boards, Ice Chest RESORT Beach Bar/Sports Bar 3 Restaurants Bike Rentals on Site 4 Beach Boardwalks Gated 24/7 Security Seasonal Island Trolley Stop

A clear view of the ocean is visible from the balcony, showcasing a sandy beach lined with colorful umbrellas. Gentle waves roll onto the shore, and distant figures can be seen enjoying the beach. Lush greenery frames the foreground, enhancing the coastal scene.

4.91 out of 5 average rating, 128 reviews

Oceanfront, 3rd floor, King Bed

Direct oceanfront! Perfect for a couples get away, week vacation or anything in between. Take a walk across the street to Coligny Square where there are more than 60+ shops and restaurants. Ride your bike on more than 100 miles of trails. Onsite parking, pool and free wifi. Just bring your bathing suit and a towel! We provide the rest for you to have a relaxing vacation; beach chairs, umbrella, cooler, all kitchen spices, a Coffee Bar, shampoo, conditions, body wash and tide pods!

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, 374 reviews

Ocean View & Steps to Beach! Remodeled HHBT Condo!

Newly remodeled! 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 cozy living area features a green sofa adorned with patterned cushions, accompanied by two stylish armchairs. A wooden coffee table sits at the center, with decorative elements including a bowl. Artistic nature-themed prints are displayed on the walls, and natural light fills the space through sliding glass doors.

4.9 out of 5 average rating, 153 reviews

Sunny Treetop Getaway w/ tennis and pickleball

Welcome to the Sunny Treetop Getaway on Hilton Head Island! This recently renovated condo offers south-facing sunshine and treetop views. The 3rd floor walk-up unit is centrally located between the beach and popular attractions. Amenities include tennis/pickleball courts, a pool, and parking for 2 vehicles. There are bicycle paths and even a free trolly (The Breeze Trolly) to help you explore everything the island has to offer! Short Term Rental Permit No. 044080

5.0 out of 5 average rating, 126 reviews

5 Star Location-Harbourtown-Walkable Area

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 spacious living area features a large sectional sofa with throw pillows and a cozy blanket. Natural light enters through large windows, illuminating the room. A coffee table sits in the center, complemented by a small side table, while soft lighting is provided by floor and table lamps.

4.99 out of 5 average rating, 151 reviews

Walk to Ocean | Pool | Large Bedrooms | Sea’Esta

Please see our almost 1000 5-star reviews at our other properties. This spacious completely remodeled, top floor villa is within a 5-10 minute walk to the beach and everything else, including a seasonal pool, several restaurants, general store, wine bar, tennis, golf, kayaks/canoes, bikes, fishing and so much more. Each master/en-suite has two Queen beds and every amenity you could imagine. Bathrooms are spacious with closed off toilet/showers.

Popular amenities for Hilton Head Island condo rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly condo rentals

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.

4.9 out of 5 average rating, 306 reviews

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

Superhost

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, 137 reviews

Newly Renovated Condo!

A scenic view captures the expansive marsh and ocean in the distance. A long wooden boardwalk meanders through the greenery, leading to the beach. Light green grass and shrubs can be seen in the foreground, enhancing the natural landscape.

4.94 out of 5 average rating, 290 reviews

Ocean View | Top Floor | Walk to Beach | Pools!

4.96 out of 5 average rating, 138 reviews

Remodeled Villa Minutes to Beach, Pools, Bar Grill

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.

4.88 out of 5 average rating, 172 reviews

Turtle View Villa

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, 235 reviews

Oceanfront Luxury! KING BED Beach Bar & Pickleball

A pair of flip-flops and a set of brown sandals are placed on the soft, sandy beach. Sparse green grass and plants are visible in the background, complementing the tranquil beach setting.

4.9 out of 5 average rating, 216 reviews

Hilton Head Hidden Gem

The living area features a light, neutral color scheme and plenty of natural light from large sliding glass doors. A comfortable sectional sofa invites relaxation, and a wooden coffee table is positioned in the center. A flat-screen TV is mounted on the wall, and a cozy side table adds functionality.

4.96 out of 5 average rating, 286 reviews

Condo w/ Pools & Tennis Courts-Walk to Beach

Pet-friendly condo rentals

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, 200 reviews

1 Bedroom Condo, 5 Minute Walk to the Beach

4.95 out of 5 average rating, 105 reviews

Steps to Lighthouse & Marina + 2BR + Pool Access

A cozy living area is presented with a woven area rug under a glass coffee table. A comfortable orange sofa invites relaxation, while a flat-screen TV is positioned nearby. Sliding glass doors open to a balcony view, allowing natural light to fill the space.

4.92 out of 5 average rating, 145 reviews

Beach Ocean Front -Heated Pool

4.82 out of 5 average rating, 123 reviews

Family/Couples Condo Retreat - Walk to Beach/Shops

A spacious living area is furnished with a light gray sofa and two striped armchairs. Natural light filters through the sliding glass doors, which lead to a balcony. Two framed landscape images are displayed on the wall, complemented by a neutral area rug and a ceiling fan.

4.87 out of 5 average rating, 62 reviews

SeaPines - Pool Free Bikes, Walk to Beach, Pets OK

4.89 out of 5 average rating, 18 reviews

Couples Retreat - Water Views Near Beach

4.92 out of 5 average rating, 24 reviews

Shelter Cove - Pet Friendly! Access to Bch & Pool

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.

4.99 out of 5 average rating, 92 reviews

Pet friendly condo with amazing Broad Creek views

Condo rentals with a pool

Superhost

A serene landscape is presented, featuring a tranquil pond surrounded by lush greenery and palm trees. The view extends toward the beach, with well-maintained walkways leading through the gardens. A clear sky with scattered clouds adds to the peaceful ambiance.

4.89 out of 5 average rating, 162 reviews

Exclusive Oceanfront Decorator Decor Spacious Bdrm

A serene waterfront scene features two boats navigating through calm waters, with gentle ripples created in their wake. Lush greenery lines the horizon, while a clear sky reflects the soft colors of the evening light. The tranquility of the setting showcases the natural beauty of the harbor.

4.98 out of 5 average rating, 108 reviews

Stunning Views in a Perfect Location!

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.

4.96 out of 5 average rating, 399 reviews

1 Minute walk to the beach *Amazing ocean view*

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.

4.94 out of 5 average rating, 158 reviews

Gorgeous OCEAN Views! Resort Amenities & Beach!

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, 146 reviews

Oceanfront Breathtaking Views

4.93 out of 5 average rating, 46 reviews

Luxury Oceanfront| Sunrise Views|Beachfront Resort

5.0 out of 5 average rating, 39 reviews

Peaceful Retreat at Seascape Villas

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.