Condo holiday rentals in Hilton Head Island

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, 206 reviews

Ocean View KING BED 75"TV Beach Bar Pickleball GYM

✨Airbnb Top Guest Favorite✨ Oceanfront Building Ocean & Pool View from Balcony Steps to Beach Bar & Pool FREE Gym, Pickleball Tennis Volleyball & More! 100% NEW HGTV Designer Renovation KING BED 75" & 65" SmartTVs Beach Chairs, Boogie Boards, Ice Chest & More Marble Kitchen/Spa Bath Top Floor WiFi 557 Mbps Elevator RESORT: No Resort Fees Huge Oceanfront Pool Tiki Beach Bar & Grille- Feb-Nov Sports Bar Bike Rental Gym & Tennis Gated 24/7 Security Free Island Trolley (Apr-Sept) 4 Beach Boardwalks

FamilyValueView

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, 108 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!

ValueFamilyLong stay

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, 140 reviews

Big Ocean View KING BED 75"TV Beach Bar Pickleball

✨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

FamilyLocationLong stay

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

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)

FamilyValueIndoor spaces

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, 168 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.

FamilyLocationAmenities

An aerial view captures a large pool shaped like a star, surrounded by lounge chairs. The pool area is complemented by umbrellas and seating, with a sandy beach and the ocean visible in the background under clear blue skies.

4.9 out of 5 average rating, 238 reviews

*New* Easy Breezy at Hilton Head Beach & Tennis

Newly renovated in March 2026 and completely redesigned from floor to ceilings, enjoy our wide ocean view from our 3rd floor Ocean Villa. Wake up to sunrise over the Atlantic, grab coffee on your private balcony, and walk to the beach in under two minutes. Spend the afternoon at Hilton Head’s largest oceanfront pool before ending the day with dinner and live music just steps from your condo. Beach chairs, wagon, pickleball, tennis, free parking, & close to the building's only elevator.

ValueLocationWalkability

A modern kitchen features smooth white cabinetry and granite countertops, complemented by stainless steel appliances. A double basin sink is situated near the window, with a microwave and oven built into the cabinetry. Soft, recessed lighting illuminates the workspace.

4.95 out of 5 average rating, 241 reviews

Heron's Haven on Port Royal Sound, 2BR/2BA

Do you love nature? Walking on the beach? Birding? Photography? Tennis? Golf? Shopping? Wonderful restaurants? This is our beautiful Villa that is located in Port Royal Sound directly on the most unique and natural beach on the island. On both sides are public parklands and nature preserves to walk and view the wildlife. A perfect location to enjoy all that Hilton Head has to offer, yet it is quiet, serene and away from all the crowds. It's why we love it, and we're sure you will too.

LocationFamilyParking

4.98 out of 5 average rating, 118 reviews

A lounge area features a comfortable sofa adorned with decorative cushions. A round coffee table sits in front of it, surrounded by a soft area rug. A large wall-mounted television is complemented by a striking maritime mural, while natural light filters through blue drapes.

Condo in Shipyard

Hilton Head Island VILLA: STEPS 2 Beach & Coligny!

Welcome to your Sands Villa! A cozy retreat meticulously maintained for up to 6 guests. Situated in North Forest Beach, it's near Hilton Head's treasures beaches, bars, shops, and eateries. Enjoy a 6-min walk to the beach and the beautiful Celebration Park and 2-min walk to Coligny Plaza! Essentials like toiletries, Kcups, beach gear, & more are provided. While cozy with one bathroom, your comfort is guaranteed. Relax by the onsite pool and enjoy the spectacular beaches. Enjoy your stay!

FamilyValueCleanliness

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, 304 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! #072058

ValueFamilyWalkability

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.

4.96 out of 5 average rating, 223 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**

ValueFamilyPool

A serene beach scene features gentle waves lapping at a sandy shore. The sunlight reflects off the ocean surface, creating a shimmering effect. The horizon is clear, showcasing the expansive sky meeting the water.

4.9 out of 5 average rating, 165 reviews

Ocean Front Resort Villa @Hilton Head Beach/Tennis

Welcome to our Completely Updated 1 BR 1 BA Ocean Villa @ Hilton Head Beach & Tennis Resort. Villa is just steps to the Resort's Private Access Beach & Largest Outdoor Pool on the Island. Walk to the Tennis/Pickle Ball courts, Gym or one of the Resort's restaurants Villa has a fully equipped kitchen, Main bedroom, 2 built in bunks w/charging stations for the kids & sleeper sofa. 2 Smart TV's & Hi-Speed Wifi. Comfortably sleeps 4 adults or 2 adults & 2 kids. HHI STR Permit #025651

FamilyLocationBathroom

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, 449 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.

ValueFamilyIndoor spaces

Popular amenities for Hilton Head Island condo rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly condo rentals

4.94 out of 5 average rating, 157 reviews

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.

Condo in Palmetto Dunes

Gorgeous OCEAN Views! Resort Amenities & Beach!

FamilyValueCheck-in

4.98 out of 5 average rating, 149 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

ValueFamilyAccess

The living area features a light-colored sofa and a glass coffee table, with a view of the resort through sliding glass doors. Soft-hued walls complement the decor, while mirrored panels reflect natural light, enhancing the spacious feel. A dining table with seating for four is visible in the background.

4.94 out of 5 average rating, 145 reviews

Desirable Oceanfront Resort*End Unit*Bikes/Chairs

LocationValueWalkability

A view from the covered balcony reveals a community pool surrounded by lounge chairs and umbrellas. Lush greenery borders the pool area, and residents can be seen enjoying the space. The two-story villa buildings frame the scene, contributing to a relaxed atmosphere.

4.88 out of 5 average rating, 121 reviews

Pool Side, Steps to the Beach, 2 King En Suites

LocationFamilyQuiet

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, 170 reviews

Turtle View Villa

FamilyLocationBathroom

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, 372 reviews

Ocean View & Steps to Beach! Remodeled HHBT Condo!

FamilyLocationAmenities

Superhost

4.81 out of 5 average rating, 185 reviews

Beach Front Villa Oak Tree Lined Views to Water

FamilyValueLong stay

A thatched-roof pavilion offers shaded seating, featuring white patio furniture arranged around circular tables. The sun rises in the background, casting a warm glow, while a sandy beach and volleyball court are visible nearby, creating a welcoming space for relaxation and social gatherings.

4.9 out of 5 average rating, 235 reviews

Across from the beach and Coligny Plaza!

ValueLocationWi-Fi

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, 199 reviews

1 Bedroom Condo, 5 Minute Walk to the Beach

ValueFamilyTV

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

ValueLocationSolo travel

5.0 out of 5 average rating, 5 reviews

Pet-Friendly | 5 min. Walk to Beach | First Floor

FamilyLocationComfort

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.

5.0 out of 5 average rating, 79 reviews

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

LocationFamilyBeach

4.97 out of 5 average rating, 31 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

FamilyLocationTV

4.91 out of 5 average rating, 23 reviews

Condo in Shelter Cove

Shelter Cove - Pet Friendly! Access to Bch & Pool

FamilyLocationCleanliness

4.99 out of 5 average rating, 92 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

LocationFamilyParking

4.81 out of 5 average rating, 37 reviews

An open living space is presented with vaulted ceilings and large glass sliding doors that provide a view of the lush outdoor landscape. A comfortable leather sofa and armchair are positioned around a glass coffee table, with soft lighting from a nearby lamp complementing the inviting atmosphere.

Condo in Sea Pines

SeaPines - Walk to Beach, Pet Friendly, Free Bikes

ValueLocationOutdoor spaces

Condo rentals with a pool

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.

4.95 out of 5 average rating, 178 reviews

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

LocationFamilyGetting around

Superhost

A scenic view is presented from the balcony, showcasing a coastal landscape with sprawling greenery and a sandy beach in the distance. The sky is clear with soft clouds, enhancing the tranquil atmosphere of the surroundings.

4.91 out of 5 average rating, 210 reviews

OceanFront Upscale 1 Bdrm Condo/HeatedPool/Sleeps6

FamilyLocationAccess

4.98 out of 5 average rating, 108 reviews

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.

Condo in Shelter Cove

Stunning Views in a Perfect Location!

FamilyLocationView

A private balcony overlooks a pool surrounded by lounge chairs and lush greenery. The ocean is visible in the distance, framed by tall trees under a clear blue sky. The space includes a small round table with two chairs.

4.9 out of 5 average rating, 176 reviews

⭐Direct Oceanfront Villa Steps to Beach w/ Pool⭐

FamilyValueSleep quality

4.93 out of 5 average rating, 136 reviews

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.

Condo in Palmetto Dunes

Newly Renovated Condo!

LocationFamilyCleanliness

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

FamilyValueAccess

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

LocationValueLayout