Condo holiday rentals in Hilton Head Island

4.95 out of 5 average rating, 125 reviews

Big OceanView Beach Bar FREE Pickleball Tennis GYM

✨ Top 1% Airbnb Guest Favorite ✨ Big Ocean View - Living Room & Balcony! Oceanfront Building Steps to Beach & Pool FREE: Pickleball, Tennis, Gym, Volleyball Queen Bed | Queen Sofa | 2 Bunks HGTV Decorator Top Floor w/Elevator 2 XL SmartTVs Fast WiFi 652 mbps Beach Chairs, Ice Chest & More Couples/ Small Families/ 4 Max RESORT: Oceanfront Pool w/Tiki Bar & Grille 4 Beach Boardwalks Sports Bar w/Pool Table 3 Restaurants Bike Rentals Huge ShadyPlayground 2nd pool 3 BBQ Areas Gated 24/7 Security

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, 121 reviews

Wide Ocean View! KING BED Beach Bar Pickleball GYM

✨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

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, 302 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!

4.98 out of 5 average rating, 139 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 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, 220 reviews

Oceanfront Luxury! KING BED Beach Bar & Pickleball

PANORAMIC OCEANFRONT VIEW THE MOMENT YOU OPEN THE DOOR! ✨See the Ocean Sunrise & Hear the Waves! ✨ Oceanfront Balcony FREE Tennis, Gym, Pickleball, Basketball, Volleyball HGTV Decorator Renovation KING BED + 75" & 65" SmartTV s Expanded Bedroom MARBLE BATHROOM Coastal Décor TOP FLOOR w/Elevator Beach Chairs, Boogie Boards, Ice Chest & More RESORT No Resort Fees! Beachfront Pool w/Bar & Grille Sports Bar 2nd Pool Bike Rental in Resort Gated 24/7 Security Free Island Trolley Stop (April-Sept)

A comfortable living area features a blue sofa with yellow accent pillows, complemented by a patterned armchair. A textured area rug covers the floor, and a coffee table with a tray is centrally positioned. Natural light filters through sheer curtains, creating a warm ambiance.

4.89 out of 5 average rating, 175 reviews

Coastal Comfort! Condo in beachfront resort.

Experience the best of Hilton Head! This beautiful beachfront condo offers easy access to the beach, a relaxing private patio overlooking marshlands, and full resort amenities including a shared pool, gym, tennis courts, and on-site dining. 🏖️ What You’ll Love 2-min walk to the beach King bed + sleeper sofa Beach gear included Smart TV & Wi-Fi Located in Hilton Head Beach and Tennis Resort As an experienced Superhost, we pride ourselves on fast communication and a five-star stay.

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, 350 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 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, 351 reviews

Oceanfront Luxury! KING BED Beach Bar + Pickleball

PANORAMIC OCEANFRONT VIEW THE MOMENT YOU OPEN THE DOOR! Beachfront Balcony Watch Sunrise/Hear Waves! Beachfront Pool, Tiki Bar & Grille FREE Pickleball, Tennis, Gym & More! HGTV Designer Renovation Two 65" SmartTVs KING BED Expanded Bedroom Blackout Sleeping Marble Spa Bath Coastal Décor Full Kitchen Beach Chairs, Boogie Boards, Ice Chest & More RESORT Bike Rentals on Site 4 Beach Boardwalks 3 Restaurants 2 Bars (1 is Sports Bar!) Gated 24/7 Security Seasonal Island Trolley Stop

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.

4.99 out of 5 average rating, 190 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**

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.

4.99 out of 5 average rating, 432 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.

4.95 out of 5 average rating, 133 reviews

KING BED!Ocean View, Free Bikes Poolside 3rd Floor

Pack your flip-flops and get ready for fun—this sunny poolside villa on Hilton Head Island is your ticket to the ultimate coastal escape! Just steps from the beach and the refreshing Atlantic breeze, this vibrant retreat serves up the perfect mix of relaxation, adventure, and ocean views. Start your day with coffee on the balcony, soak up the sun by the pool, then hop on one of our free bikes to cruise the island like a local! The perfect getaway starts right here!

5 out of 5 average rating, 114 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.

Popular amenities for Hilton Head Island condo rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly condo rentals

Superhost

5 out of 5 average rating, 4 reviews

Family-friendly condo with top-floor balcony, comp

5 out of 5 average rating, 50 reviews

Oceanfront Luxury! KING BED Beach Bar + Pickleball

Superhost

A spacious living area is visible, featuring two comfortable sofas and a coffee table. Large glass doors provide a view of the serene wooded surroundings, which enhances the natural light in the room. A wall-mounted television is positioned near a mirrored wall, adding depth to the space.

4.78 out of 5 average rating, 55 reviews

SeaPines - Amazing Total Remodel, Pet Friendly

4.88 out of 5 average rating, 17 reviews

Condo in Palmetto Dunes

Modern Pet Friendly Beach House in Palmetto Dunes

4.96 out of 5 average rating, 79 reviews

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.

Condo in Palmetto Dunes

Ocean Views at Villamare, Steps to the Beach!

A red and white striped lighthouse is visible, surrounded by boats docked in a harbor. A multi-storied building with a sloped roof stands in the background, complementing the maritime setting under a partly cloudy sky.

5 out of 5 average rating, 38 reviews

Harbour Town Lighthouse & Sunset Views | Sea Pines

A modern living area features a spacious beige sofa and two gray armchairs, arranged around a coffee table set with snacks and wine. A large television hangs on the wall opposite a window, showcasing views of a serene lagoon and golf course.

5 out of 5 average rating, 7 reviews

79 Fairway Ln Villa @ Sea Pines | Golf Views

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 out of 5 average rating, 90 reviews

The Lookout - A Modern Beach Retreat (Oceanfront)

Pet-friendly condo rentals

Superhost

A spacious living room is furnished with comfortable black leather seating surrounding a wooden coffee table. Soft lighting is provided by stylish light fixtures. A decorative area rug adds texture beneath the seating arrangement, and the open layout connects to the dining area and kitchen.

4.84 out of 5 average rating, 102 reviews

High-End Décor, Steps 2 Pool, Walk 2 Beach/Coligny

4.97 out of 5 average rating, 115 reviews

Condo in Shipyard

Walk-to-Beach Condo with 3 Patios & Pool

4.96 out of 5 average rating, 24 reviews

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 Palmetto Dunes

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

4.8 out of 5 average rating, 109 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, 187 reviews

1 Bedroom Condo, 5 Minute Walk to the Beach

The living area is furnished with a comfortable sofa and armchairs, complemented by decorative pillows. A light wood coffee table is situated in the center, while a dining space with white chairs and a wooden table is visible in the background. Soft lighting enhances the relaxed atmosphere.

5 out of 5 average rating, 70 reviews

2BR/2BA/Walk to Beach/Dogs welcome @ Seas the Day!

4.99 out of 5 average rating, 81 reviews

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 Shelter Cove

Pet friendly condo with amazing Broad Creek views

An inviting living space features a comfortable sofa and a rustic coffee table. A large wall clock and artwork add character. The dining area includes a table and chairs, while light wood flooring extends throughout, complemented by a ceiling fan and soft lighting.

5 out of 5 average rating, 27 reviews

Seas The Day /Stepless/ Walk to Beach/ New 2023

Condo rentals with a pool

A modern kitchen features white cabinetry and stainless steel appliances. A light blue tiled backsplash provides a lively contrast. A round dining table set for four is positioned next to a window that allows natural light to fill the space.

4.96 out of 5 average rating, 146 reviews

Heron Hideaway: lovely updated near-beach 2bd/2ba

4.92 out of 5 average rating, 13 reviews

Condo in Shelter Cove

2 Bedroom Villa Harbour Point Resort w/Amenities

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.

4.9 out of 5 average rating, 97 reviews

Jim's Direct Oceanfront 3BR Penthouse Villa

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, 78 reviews

THE SANDPIPER’s NEST Luxury direct Oceanfront

4.89 out of 5 average rating, 19 reviews

Brand New Lux Condo - Ocean View! Steps to Beach!

5 out of 5 average rating, 16 reviews

Steps to Beach, Water Views, 3 Pools & Hot Tub

A serene beach scene captures the sun setting over the horizon, with soft waves gently lapping at the sandy shore. The sky is painted in warm hues of orange and pink, reflecting on the water's surface, creating a peaceful ambiance.

4.98 out of 5 average rating, 278 reviews

Steps to Beach Coastal King | Walk to Everything!

The living area features a spacious layout with a light-colored sofa and decorative cushions. A round coffee table is centered on a soft area rug. Large glass doors lead to a balcony, framed by light curtains, allowing natural light to fill the room. A TV stand and indoor plant add warmth.