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Condo vacation rentals in Hilton Head Island

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Popular amenities for Hilton Head Island condo rentals

Condo rentals with a pool

Guest favorite
A clear view of the community pool surrounded by lounge chairs and umbrellas. Palm trees provide shade around the area. The pool is well-maintained with visible lap markers, inviting relaxation in a tranquil setting.
Condo in Hilton Head Island
4.94 out of 5 average rating, 201 reviews

Ocean front condo with amazing ocean view!

StashRating, 5 stars1 week ago
David's place was in a fantastic location at Seaside Villas. Located a minute away from the beach and a 7 minute walk from Coligany Plaza with great local restaurants. David was very responsive and was a great host. He had great accessories for the beach like a wagon and coolers which were super helpful to bring all the stuff you need to the beach. Bed was comfortable but you do to use his fan to get the A/C to flow into the room if it warm. It still was comfortable. stuff was a little outdated, the proximity to the beach, the plaza and the comfort of the condo made up for it. Thanks for a great stay!
Guest favorite
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.
Condo in Hilton Head Island
4.89 out of 5 average rating, 193 reviews

Easy Breezy at Hilton Head Beach & Tennis

TylerRating, 5 stars2 days ago
This place was great, exactly what our family needed for our stay at the beach! Erik was responsive and proactive and made sure we had everything we needed. The beach amenitites were a huge plus. The condo is in a great, private location. Would highly recommend!
Top guest favorite
A private pool area is nestled among lush greenery and towering trees. Sun loungers are arranged around the pool, providing a tranquil setting. A secure fence surrounds the pool, enhancing privacy and safety in this serene outdoor environment.
Condo in Sea Pines
5 out of 5 average rating, 85 reviews

5 Star Location! Pool, Walk to Shops/Dining

LaurenRating, 5 stars3 days ago
We had the best time on HHI at Christina’s condo. My husband & I took our one year old on her first beach vacation and there was plenty of space! We loved the convenience of the location as well as the patio for our morning coffee. We utilized the trolley in the Sea Pines area which conveniently stops at the condo to get to the beach! We would go back in a heartbeat.
Guest favorite
A clear sky is depicted above the ocean, with sunlight reflecting off the water. A view of lush green trees frames the beachfront, and a sandy area is visible leading to the shoreline. The tranquil scene emphasizes the natural beauty surrounding the villa.
Condo in Hilton Head Island
5 out of 5 average rating, 7 reviews

Seaside Villa 376 - Spectacular Ocean Views

ShawnRating, 5 stars1 week ago
Very happy with the condo. As is accurate. Clean. Great view. Exactly what we were looking for.
Superhost
A swimming pool is surrounded by a spacious deck featuring numerous lounge chairs. Shade is provided by an umbrella over some seating areas. Lush greenery and tall trees frame the area, adding to the resort's relaxing atmosphere.
Condo in Hilton Head Island
4.84 out of 5 average rating, 175 reviews

Beach Time! Retro-Mod Family Beach Fun

AndreaRating, 5 stars6 days ago
Perfect Airbnb for five nights in Hilton Head. Would definitely visit again! Anne gave clear and detailed instructions.
Superhost
An inviting pool area is surrounded by lounge chairs and umbrellas, offering a comfortable space for relaxation. Tall trees provide shade, while the pool's clear water reflects the surrounding greenery. The well-maintained outdoor space is situated adjacent to a three-story building.
Condo in Hilton Head Island
4.79 out of 5 average rating, 141 reviews

Awesome Retreat! King bed! Ocean View! 2 Bikes 218

SabineRating, 5 stars6 days ago
Lori’s place was great! The location was perfect right on the beach and keyless entry made it super easy to get in. The condo had everything we need. The bikes were a great addition as the area has nice bike lanes. I would suggest this place and would stay here again!
Superhost
A view of the resort's building complex is presented, featuring multiple balconies and terracotta roofs. The outdoor pool is visible, surrounded by greenery and lounge chairs. A tranquil waterway lies in the background, with natural landscapes of grass and trees framing the scene.
Condo in Shelter Cove
5 out of 5 average rating, 5 reviews

Marriott Sunset Pointe - 2BD

TinaRating, 5 stars4 months ago
This place is very well maintained, I feel very safe to stay there. Inside is very clean and homely. I enjoyed my stay. The only thing is: when we check out, the front desk girl has very unfriendly attitude and act like that she does not want to see me. After few minutes of putting up with this,I told her: “ can you be more pleasant?”. Then she said : “ I cannot hear you”. I do not understand why this is happening, maybe because I am Asian? All the guests in lobby having breakfast are white. My English is fluent and people have no trouble to understand me,FYI. The front desk girl who has bad attitude towards me is Mexican, maybe she does not like to see Asian? I really don’t understand, but I did not do anything wrong to deserve this kind of treatment. There is a man working on the raffle desk told me : “Welcome staying with us”. I said : “Thank you so much, you are very pleasant!”Then I told him what happened to me. Hopefully this will not happen to other people in future again!!!
Guest favorite
The outdoor area features multiple swimming pools, including a spacious pool with lounge chairs surrounding it. A view of the beach is visible in the background, with the ocean and sandy shore. Lush greenery and palm trees enhance the inviting landscape.
Condo in Hilton Head Island
4.86 out of 5 average rating, 126 reviews

Ocean view villa south end with resort amenities

CodyRating, 5 stars6 days ago
My wife and I had an amazing time at Jason’s place. Having access to the Hilton’s amenities, pools, and restaurants was a game changer! We will be back, HHI!

Condo rentals with a hot tub

Superhost
A bright and open living area features a wooden dining table surrounded by white chairs. Soft lighting illuminates the space, where a comfortable couch is visible. A flat-screen TV is mounted on the wall, and several windows allow natural light to fill the room.
Condo in Hilton Head Island
4.77 out of 5 average rating, 119 reviews

Walk to beach, heated indoor pool, washer/dryer

JamesRating, 5 stars2 months ago
We enjoyed it. Great location. Very responsive host. Granddaughter and great-granddaughter especially enjoyed the tennis courts, beach and pool. Restaurants and dolphin cruise, horseback riding and golf all readily accessible. Accomodations worked well for us, for our daughter when she visited, and for our granddaughter and great-granddaughter when they visited.
Guest favorite
A serene beach scene captured at sunset, displaying a gradient of warm colors in the sky. Gentle waves reflect the hues of orange and purple as they meet the shore, while wispy clouds add texture to the sunset backdrop.
Condo in Palmetto Dunes
4.95 out of 5 average rating, 133 reviews

Beach resort, pools, tennis, pickle ball, tiki bar

LaurenRating, 5 stars1 day ago
My other and I went on a vacation in Hilton Head and stayed at Philips condo and everything was 5/5! Super clean, welcoming and warm host, the beach was easily accessible, shuttle cart to the beach and many more amenities! I will definitely come back to stay!
Top guest favorite
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.
Condo in Hilton Head Island
4.98 out of 5 average rating, 189 reviews

1st floor walk to beach, pools -free pball &tennis

JenRating, 5 stars4 days ago
Donna is an awesome host ! She is very thoughtful and kind and always makes sure everything is in top shape. This is our favorite HHI condo and our favorite host! Always a comfortable and wonderful experience! I’m an over packer but can relax and not pack as much for our trip because she has thought of everything! 10/10 will be back every year!!! Thank you for another wonderful trip Donna! You’re the best 🩷🩷🩷Safe location, super clean and comfortable condo! Enjoyed the new upgrades to the patio and bathroom too! We especially enjoyed a very thoughtful and special treat . Can’t wait to visit again 🤓
Superhost
A serene beachfront scene is captured, featuring a wooden boardwalk leading toward the water. Lush greenery and trees frame the view, offering a peaceful atmosphere. The sandy shore and distant water create a calming backdrop against a clear blue sky.
Condo in Hilton Head Island
4.86 out of 5 average rating, 139 reviews

Beach Front Villa Oak Tree Lined Views to Water

ErinRating, 5 stars2 weeks ago
We enjoyed our stay and found this location easy to get to as well as quiet and relaxing. The condo was very clean and comfortable.
Guest favorite
A private balcony features comfortable seating with decorative cushions and a small round table. The view showcases a serene landscape of marshland and trees under a colorful sky at sunrise, providing an opportunity for tranquil outdoor relaxation.
Condo in Palmetto Dunes
4.84 out of 5 average rating, 104 reviews

Stunning Ocean & Coastal Views | Resort Perks!

EstherRating, 5 stars4 days ago
This stay was in the perfect place. Close enough to the beach to walk, and also access to other amenities on the grounds. A lot of places to go around the stay. Very comfortable in general.
Guest favorite
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.
Condo in Hilton Head Island
4.91 out of 5 average rating, 123 reviews

Exclusive Oceanfront Decorator Decor Spacious Bdrm

StevenRating, 5 stars2 days ago
Had a great time in Hilton Head staying in this Sea Crest unit. Very clean and comfortable. Well equipped. Grady was very helpful and informative and communicated so well. Would highly recommend and would definitely stay again.
Top guest favorite
A serene beach scene at sunset, where the sky is filled with hues of orange and gold. The calm water reflects the vibrant sky, and footprints are visible in the fine sand leading along the shoreline.
Condo in Hilton Head Island
4.98 out of 5 average rating, 125 reviews

Lovely family Villa Close to Beach

BrendaRating, 5 stars2 days ago
Great location near the beach and beautiful sunrises. Drove to several places on the island. We used the shared grill with some foil for dinner one night. Beach chairs, umbrella and wagon were nice but needed a couple of us to lug down the stairs. Make sure you’re able to carry your luggage up and down stairs. Washer and dryer were great for our needs. Perfect for our family.
Superhost
A bright living area features a light grey sofa and a wooden coffee table atop a decorative rug. A dining table with blue chairs is visible in the background, along with sliding glass doors leading to a balcony overlooking greenery.
Condo in Palmetto Dunes
4.86 out of 5 average rating, 133 reviews

Mid-Island 2-bdrm. Private beach access. 3 pools.

KaraRating, 5 stars2 weeks ago
Beautiful unit near the beach with pool.. has beach cart and toys chairs that were great to have for our trip.

Weekly condo rentals

Guest favorite
Four beach chairs are arranged under blue umbrellas on a sandy shore, with gentle waves lapping at the beach. A clear blue sky with scattered clouds stretches overhead, creating a serene coastal atmosphere.
Condo in Hilton Head Island
4.94 out of 5 average rating, 64 reviews

HUGE Ocean View! 65"TV Pickleball BAR GYM & Tennis

WhitlieRating, 5 stars1 week ago
We highly enjoyed our trip to HHI! Mike's place had everything we needed and it was great proximity to pool/beach. The site had nice options with pizza delivery/coffee shop on site! We would definitely recommend this location and we would love to come back!!
Top guest favorite
A wooden boardwalk extends toward the ocean, flanked by sandy beach and coastal vegetation. The horizon displays soft hues of orange and purple as the sun sets, creating a serene pathway leading to the water's edge.
Condo in Hilton Head Island
4.96 out of 5 average rating, 93 reviews

Beach Front Resort - Ocean View King Bed

LaceyRating, 5 stars1 week ago
Place was great for a weekend get away. Only problem we had was the tv in the bedroom stopped working and Carolyn responded super fast to my message. Had a great time here!
Guest favorite
Condo in Hilton Head Island
4.92 out of 5 average rating, 37 reviews

Forest Beach Villa Retreat~Great Location

DebbieRating, 5 stars1 week ago
We loved staying at the condo! Best location in HH! The condo itself was spacious and clean with a lovely balcony and view of a pond and the pool. We were able to walk to the beach and all the restaurants, rent bikes and enjoy the bike paths throughout town, and a quick ride to the areas golf courses. We have stayed in HH before but this is by far our favorite spot! Thank you Craig and Shelly! You have a lovely place!
Guest favorite
A balcony view showcases two comfortable chairs facing the ocean, with a backdrop of lush greenery and the sandy beach. Large glass doors allow natural light to fill the interior space while providing an unobstructed view of the horizon and distant waves.
Condo in Hilton Head Island
4.94 out of 5 average rating, 31 reviews

Best sunrise on HHI!

LaurieRating, 5 stars1 month ago
This was our first stay at an Airbnb. The Villa was comfortable and had a retro beach vibe. The place was very neat and clean upon arrival. It was a great choice for myself and my husband to kick off my retirement. Amazing beach views!
Guest favorite
Condo in Palmetto Dunes
5 out of 5 average rating, 24 reviews

Palmetto Dunes HHI -Villamare -1503

MaureenRating, 5 stars1 month ago
Had a wonderful few days at this beautiful home! Beautiful views, super comfortable beds, big bedrooms, soft towels and bedding, and plenty of the essentials to do some cooking. The pools are great, my toddler loved the new baby pool area. Beach is nice and quiet. We loved seeing all the turtles in the lagoon and bringing them lettuce. Would definitely come back!
Top guest favorite
An expansive outdoor pool area is set against a backdrop of the ocean. Sun loungers are neatly arranged around the pool, with palm trees dotting the landscape. The sky transitions into warm hues as the sun sets over the water.
Condo in Palmetto Dunes
5 out of 5 average rating, 20 reviews

Voted #1 Beach in the USA 2 new pools and hot tubs

JuliaRating, 5 stars1 month ago
Enjoyed our stay! Great bath towels provided and location was awesome.
Superhost
Condo in Hilton Head Island
4.75 out of 5 average rating, 8 reviews

Direct Oceanfront~Pool+Tiki Bar + 1 Min Walk Beach

KevinRating, 5 stars3 weeks ago
Terri’s condominium was exactly as they described and perfect for two wanting to have a relaxing and beautiful time in Hilton Head…fantastic beach views…super easy access to everything. Quite in the evenings and comfy accommodations. Highly recommended if you and your S.O. are looking for a beautiful place to just relax and enjoy the area. Great Hosts and super responsive.
Guest favorite
A spacious living room features a comfortable sectional sofa and a glass coffee table. Large windows provide a view of the ocean and patio, while a flat-screen TV is mounted on the wall. A ceiling fan and coastal decor create a relaxed ambiance.
Condo in Palmetto Dunes
5 out of 5 average rating, 31 reviews

Palmetto Dunes Luxury Oceanfront Gem w/ View -King

Steve ElizabethRating, 5 stars3 days ago
Great place and awesome view. Would definitely go back.

Quick stats about condo rentals in Hilton Head Island

  • Total rentals

    2.8K properties

  • Nightly prices starting at

    ﺩ.ﺇ73 before taxes and fees

  • Total number of reviews

    84K reviews

  • Family-friendly rentals

    2K properties are a good fit for families

  • Pet-friendly rentals

    250 properties allow pets

  • Rentals with a pool

    2.6K properties have a pool

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