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Condo vacation rentals in Harbor Island

Find and book unique condos on Airbnb

Top-rated condo rentals in Harbor Island

Guests agree: these condos are highly rated for location, cleanliness, and more.

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Top guest favorite
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.
Condo in Hilton Head Island
4.91 out of 5 average rating, 220 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. 🐬🚲

Top guest favorite
Condo in Hilton Head Island
4.95 out of 5 average rating, 111 reviews

Wide Ocean View 65"TV Pickleball BAR GYM Tennis

✨ Top 5% Airbnb Guest Favorite ✨ Wide Ocean View from Living Room & Balcony! SNOWBIRDS: Warm, Sunny South Facing Balcony Oceanfront Building Steps to Beach & Pool Updated by HGTV Decorator FREE: Pickleball, Tennis, Gym, Volleyball + More Top Floor Hear the Wave 2 XL SmartTVs Beach Chairs, Ice Chest & More Couples Retreat / Small Families RESORT: Elevator Oceanfront Pool w/Tiki Bar & Grille Sports Bar 3 Restaurants Bike Rentals on Site 2nd Pool Playground Gated 24/7 Security 4 Beach Boardwalks

Top guest favorite
A decorative bicycle wall art piece in soft mint green is displayed alongside a playful turtle motif. The bicycle features a white woven basket and artistic details, adding a coastal charm to the interior.
Condo in Hilton Head Island
4.95 out of 5 average rating, 237 reviews

BIKE ‘n BED Hilton Head- Perfect Couple's Getaway

Come relax and enjoy Hilton Head on South Forest Beach, the most popular section of the island. Ride our free bikes for a quick trip to Coligny Plaza where the quaint local shops and restaurants are. The beach is a quick 2 or less minute walk and the pool is just down the hall. Our condo is small, but perfect for a couple's getaway or a memorable trip with the kids. We have everything you need to help make yourselves at home with full size kitchen appliances and washer/dryer room just next door.

Guest favorite
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.
Condo in Hilton Head Island
4.87 out of 5 average rating, 134 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! Thi

Top guest favorite
The open-concept kitchen and dining area are visible, featuring dark cabinetry and a granite countertop. A dining table for four is positioned nearby, and stairs lead to the upper level. Soft blue walls complement the space, creating a calm atmosphere.
Condo in Saint Helena Island
4.98 out of 5 average rating, 221 reviews

Turtle Villa|Ocean Front/New DECK; B Building

Take in the lush, coastal beauty of the Carolina Lowcountry from our 2BR/2.5BA Cedar Reef Villas condo! Watch the glow of sunrise on the marsh & ocean without leaving your plush king bed. Play a game of tennis, then take a cool dip in one of the resort's pools within walking distance. Stroll to the beach via the Cedar Reef boardwalk access, or drive 3 miles to pristine Hunting Island State Park. Close out the day in nearby Beaufort with a date night dinner and a stunning sunset on the marina!

Top guest favorite
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.
Condo in Hilton Head Island
4.97 out of 5 average rating, 337 reviews

Oceanfront Luxury! KING BED 65"TV Pickleball & BAR

PANORAMIC OCEANFRONT VIEW THE MOMENT YOU OPEN THE DOOR! Beachfront Balcony ✨Top 5% Airbnb Home✨ Beachfront Pool, Bar & Grille FREE Pickleball, Tennis, Gym, Volleyball & More HGTV Designer Renovation KING BED + Two 65" SmartTVs Spa Bath w/Walk-in Shower Expanded Bedroom w/Blackout Sleeping Coastal Décor Full Kitchen Beach Chairs, Boogie Boards, Ice Chest & More RESORT Bike Rentals on Site 4 Beach Boardwalks 3 Restaurants Sports Bar Gated 24/7 Security Seasonal Island Trolley Stop Bradley Beach

Top guest favorite
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.
Condo in Hilton Head Island
4.99 out of 5 average rating, 103 reviews

Luxury OceanView KING BED 75"TV Gym BAR 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

Top guest favorite
Condo in Hilton Head Island
4.98 out of 5 average rating, 339 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.

Top guest favorite
A bright living area features a cozy blue armchair positioned next to a white coffee table. A large flat-screen TV displays a serene ocean image. The room contains a modern kitchen with white cabinetry and bar seating for four, complemented by a soft area rug with a blend of blue tones.
Condo in Hilton Head Island
4.97 out of 5 average rating, 293 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!

Top guest favorite
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.
Condo in Hilton Head Island
4.98 out of 5 average rating, 160 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.

Top guest favorite
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.
Condo in Hilton Head Island
4.94 out of 5 average rating, 286 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

Top guest favorite
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.
Condo in Hilton Head Island
4.99 out of 5 average rating, 177 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**

Popular amenities for Harbor Island condo rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Weekly condo rentals

Guest favorite
A cozy living area features a comfortable blue sofa and a wooden coffee table, complemented by decorative accents. A flat-screen TV is mounted on the wall, and large windows open to the patio. A welcoming ambiance is created by soft lighting from a nearby lamp.
Condo in Hilton Head Island
5 out of 5 average rating, 11 reviews

Beach View - 1st Floor - King Bed - Pools -Tennis

Top guest favorite
The living area features a comfortable gray sofa and a dining table surrounded by four stylish chairs. Bright natural light filters through the windows, highlighting decorative accents like a sailboat centerpiece and a flat-screen TV mounted on the wall.
Condo in Saint Helena Island
5 out of 5 average rating, 23 reviews

2nd floor condo! Views/King Bed/ Screened Porch

Top guest favorite
Condo in Hilton Head Island
4.91 out of 5 average rating, 56 reviews

The Breakers- Direct Oceanfront-Pool

Top guest favorite
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.
Condo in Hilton Head Island
4.89 out of 5 average rating, 93 reviews

Jim's Direct Oceanfront 3BR Penthouse Villa

Guest favorite
An outdoor pool features calm blue water, reflecting palm trees and the sunset sky. Lounge chairs are positioned around the pool, while an umbrella provides shaded seating. The tranquil setting invites relaxation and enjoyment as the day transitions to evening.
Condo in Hilton Head Island
4.96 out of 5 average rating, 24 reviews

Marriott Sunset Pointe - 2BD

Guest favorite
Condo in Hilton Head Island
4.94 out of 5 average rating, 31 reviews

#103 Renovated/1BR/1.5BA/Ocean/Pool Views/Sofa Bed

Superhost
A sandy beach extends along the coastline, where lounge chairs are lined along a wooden deck. The calm ocean reflects the warm hues of a sunrise, while a gentle breeze suggests a serene atmosphere. Access to the beach is available via stairs leading down from the deck.
Condo in Edisto Island
4.65 out of 5 average rating, 17 reviews

1BR Coastal Retreat w/ Balcony at Ocean Ridge

Top guest favorite
A spacious living room features a comfortable sofa, two blue armchairs, and a coffee table. Natural light fills the area through large windows offering views of the landscaped outdoors. A 60-inch smart TV is mounted on the wall, complementing a coastal-themed wall art piece.
Condo in Hilton Head Island
5 out of 5 average rating, 43 reviews

Oceanfront paradise just steps away to the beach.

Pet-friendly condo rentals

Top guest favorite
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.
Condo in Hilton Head Island
4.96 out of 5 average rating, 112 reviews

Walk-to-Beach Condo with Pool & Patios

Guest favorite
Condo in Hilton Head Island
4.92 out of 5 average rating, 13 reviews

Modern Pet Friendly Beach House in Palmetto Dunes

Top guest favorite
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 Hilton Head Island
4.94 out of 5 average rating, 16 reviews

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

Guest favorite
A cozy living area features a calming color palette with soft gray sofas adorned with patterned cushions. A light area rug complements the space, while a decorative coffee table holds a small plant and a vase. Natural light filters through glass doors, revealing outdoor greenery.
Condo in Hilton Head Island
4.87 out of 5 average rating, 67 reviews

Casa Gabriela pet friendly no pet fee, sleeps 5

Top guest favorite
Condo in Hilton Head Island
4.98 out of 5 average rating, 40 reviews

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

Guest favorite
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 Hilton Head Island
4.8 out of 5 average rating, 104 reviews

Family/Couples Condo Retreat - Walk to Beach/Shops

Guest favorite
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.
Condo in Hilton Head Island
4.85 out of 5 average rating, 178 reviews

1 Bedroom Condo, 5 Minute Walk to the Beach

Top guest favorite
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.
Condo in Hilton Head Island
5 out of 5 average rating, 63 reviews

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

Condo rentals with a pool

Superhost
The open living and dining area offers a glass table surrounded by white chairs, with a view of the harbor through large sliding doors. Soft blue accents complement the decor, while natural light fills the space. A comfortable seating area is arranged for relaxation.
Condo in Hilton Head Island
4.88 out of 5 average rating, 8 reviews

236 Captains Quarters @ Shelter Cove | Penthouse

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.
Condo in Hilton Head Island
4.81 out of 5 average rating, 83 reviews

Palmetto Dunes - Captains Walk, Penthouse View

Top guest favorite
Condo in Hilton Head Island
5 out of 5 average rating, 36 reviews

Oceanfront Luxury! KING BED 75"TV Pickleball & BAR

Guest favorite
The living area is furnished with a spacious sectional sofa, accented by decorative pillows and a cozy throw. A large television is mounted on the wall, and floor-to-ceiling windows provide an ocean view, allowing natural light to fill the room.
Condo in Hilton Head Island
4.94 out of 5 average rating, 115 reviews

Ocean Views at Villamare, Steps to the Beach!

Top guest favorite
Condo in Hilton Head Island
4.97 out of 5 average rating, 34 reviews

Direct oceanfront, first floor, 65" TV, elite golf

Superhost
Condo in Hilton Head Island
5 out of 5 average rating, 4 reviews

Chic Beachside Escape at Xanadu Villas

Guest favorite
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.
Condo in Hilton Head Island
4.96 out of 5 average rating, 52 reviews

Best sunrise on HHI!

Guest favorite
A large, inviting pool area is surrounded by palm trees and lounge chairs. The pool's curvy shape is highlighted by soft lighting, creating a relaxing atmosphere. Adjacent to the pool, a spacious building features expansive windows, enhancing the connection to the outdoor space.
Condo in Hilton Head Island
4.95 out of 5 average rating, 123 reviews

Beachside Hilton Head Villa Fully Renovated

Destinations to explore