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Condo holiday rentals in Hilton Head Island

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Popular amenities for Hilton Head Island condo rentals

Weekly condo rentals

Guest favourite
Condo in Hilton Head Island
4.81 out of 5 average rating, 134 reviews

Ocean view! 2 Min to Beach~Updated~2 Bikes #380

JohnRating, 5 stars3 weeks ago
Great stay in Hilton head at Lori’s place. Place was exactly as described and all instructions were helpful. Place was setup great and had all we needed including bikes and beach chairs
Guest favourite
Condo in Hilton Head Island
4.94 out of 5 average rating, 65 reviews

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

KevinRating, 5 stars6 days ago
This was a great place: conveniently located, amazing resort amenities, and stress free. We would definitely stay again!
Guest favourite
Condo in Hilton Head Island
4.92 out of 5 average rating, 182 reviews

OceanFront Upscale 1 Bdrm Condo/HeatedPool/Sleeps6

EmilyRating, 5 stars2 weeks ago
Nick’s place was perfect for our family. The bunk beds were great for the kids, and the king bed was comfortable. The view from the balcony is beautiful with nice patio furniture to lounge in. The kitchen had everything we needed. Nick was very responsive and helpful!
Top Guest favourite
Condo in Hilton Head Island
4.9 out of 5 average rating, 134 reviews

Island House; First Floor Villa / Weekly discount

KellyRating, 5 stars1 month ago
We felt right at home immediately! Everything we could have possibly needed for our stay and more was readily available. The condo was cozy and very clean. The decor was beautiful! It was just wonderful all the way around! Will definitely be returning!
Top Guest favourite
Condo in Hilton Head Island
5 out of 5 average rating, 88 reviews

5 Star Location! Pool, Walk to Shops/Dining

ShalaynaRating, 5 stars4 days ago
Had the best time ever here!! Great location. Right by a trolley stop and very easily bailable to all other great attractions including the beach. Will absolutley be back !
Guest favourite
Condo in Hilton Head Island
4.96 out of 5 average rating, 137 reviews

Luxury Couples Retreat

RitaRating, 5 stars1 month ago
I had a wonderful stay! Julia is a great host who responded very quickly when I had a question. The condo is very comfortable and nicely decorated. The resort is well maintained and I appreciated having security and maintenance staff available if needed. There is so much to do on Hilton Head Island, I could easily have stayed another week!
Superhost
Condo in Hilton Head Island
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 favourite
Condo in Hilton Head Island
4.87 out of 5 average rating, 60 reviews

Admiral's Row 308 - Ocean Front Beauty

MarkRating, 5 stars1 month ago
Exactly what we were looking for... condo with an oceanfront balcony with sweeping views, and easy short access to the beach.

Pet-friendly condo rentals

Guest favourite
Condo in Hilton Head Island
4.96 out of 5 average rating, 26 reviews

2319 Racquet Club @ Sea Pines | Steps to Beach

ColbyRating, 5 stars2 weeks ago
We had a wonderful and relaxing time during our vacation in Hilton Head. The gift basket was a great touch and the condo was exactly as described. It was very cozy, quiet, and comfortable for what we needed. Walking distance to trails and restaurants, the hosts also provided recommendations. 10/10 would book again!
Guest favourite
Condo in Hilton Head Island
5 out of 5 average rating, 10 reviews

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

AnnRating, 5 stars1 month ago
The place itself and the location were perfect and exactly as described. We'd stayed in the same building once before so knew about the nearby activities, bike rentals, convenience store, etc. This particular unit was spotlessly clean, attractive, very comfortable, and quiet, and it was extremely peaceful, especially sitting on the back deck overlooking the calm canal. The kitchen was very well equipped all around and had every possible amenity we needed (except pepper!). We had/have no complaints whatsoever. The owner was always responsive within a brief time, so our questions were answered very soon after we got in touch with him. The only thing I would suggest is that you organize any visiting guests ahead of time if possible because the guest pass situation at the gate was a bit more complicated than it needed to be. All in all, our stay was absolutely wonderful and we'd strongly recommend the house, location, and owner's management of things overall.
Guest favourite
Condo in Tybee Island
4.91 out of 5 average rating, 299 reviews

Mermaid Cove - 2BR Tybee Island Back River Retreat

JenRating, 5 stars5 days ago
Our family had a great week at Mermaid Cove! The location was close to everything but in a quiet neighborhood. Geoff, Vicky, and Lucy were very friendly and helpful hosts. The fully fenced yard and gated dock were perfect for our puppy. Our daughter loved the hammocks. Would highly recommend to other families!
Top Guest favourite
Condo in Hilton Head Island
5 out of 5 average rating, 6 reviews

Renovated Coastal Villa, Pet Friendly! Hilton Head

OrianaRating, 5 stars1 month ago
We had a wonderful stay at Queens Grant! You can tell the hosts really put in thought and lots of work to make this home amazing. A major plus was that it was pet friendly too. The appliances were new, the home was spotless, and we had everything we could possibly need already there for us. The location was peaceful and quiet and it was steps away from the general store and a short drive to the beach. There were tons of little touches that made our stay so much greater and we truly enjoyed it. We can’t wait to go back!
Guest favourite
Condo in Hilton Head Island
5 out of 5 average rating, 5 reviews

Steps to Beach-Hilton Head Condo-Pet Friendly

LeticiaRating, 5 stars1 week ago
This place is lovely! Absolutely recommendable *****. The place was very clean and lovingly arranged. The description and the pictures are very accurate. It also had everything you need even if you want to cook full meals. Very comfortable beds and quiet at night, perfect to have good rest after busy days. Elliott and Kylie are quick to respond, very friendly and super helpful. The location is great, very close to the beach, we could even walk there with elderly grandparents without a problem. The beach is great, not crowded and with amenities (bathroom, showers, water station, etc) Like other guests say: you'll definitely feel right at home there. We will be coming back!
Guest favourite
Condo in Hilton Head Island
4.85 out of 5 average rating, 155 reviews

1 Bedroom Condo, 5 Minute Walk to the Beach

KarinRating, 5 stars1 month ago
I really enjoy staying at Jackie's place. This was my second time staying at her place and my third time staying in the complex. The location is great. Close to the beach, shaded patio and backyard area, centralized location, close to shopping, easy to find and great for traveling with a dog. Condo was clean, roomy, temperature was good in the condo and bed was comfortable. I really like the shaded walkway across the street. Easy to walk my dog in the middle of the day. A trolly runs every 30 minutes in the area to. And there is a restaurant/bar across the street. The condo is .3 of a mile to the beach. There is pay for parking closer. The city raised the rates for parking this year. They have signs up to pay. You just need your license plate number and a credit card.
Top Guest favourite
Condo in Hilton Head Island
5 out of 5 average rating, 62 reviews

Pet friendly condo with amazing Broad Creek views

DanielleRating, 5 stars4 days ago
Just as described! We enjoyed the place and the location was perfect. We barely had to use our rental car with restaurants and entertainment a short walk away. We loved the free Dunes Buggy for transport to and from the beach. The condo had everything we needed. We especially loved the access to the beach cart, chairs and beach toys. We flew in from Louisiana so we were unable to bring these items with us. The kids loved having the boogie boards and floaties and my husband loved the ease of the beach cart for carrying everything. We will be back and would definitely stay here again.
Top Guest favourite
Condo in Hilton Head Island
5 out of 5 average rating, 44 reviews

Seas the Day! Dogs Welc. ~ 2BR/2BA ~ Walk to Beach

HasbrouckRating, 5 stars1 week ago
We have rented many Airbnb homes over the years at the beach and in the mountains. This place was the best on every front. Every detail was thought through, from towels and linens, soaps and detergents, and a kitchen that has everything you would need if you like to prepare your own healthy meals. The screened in porch is a great space in Hilton Head with all the wildlife around but protected from the insects. I highly recommend this property and the terrific hosts that keep it in pristine condition.

Condo rentals with a pool

Top Guest favourite
Condo in Hilton Head Island
4.98 out of 5 average rating, 66 reviews

Clean Comfortable Guest Favorite!

StephanieRating, 5 stars1 week ago
My family and I enjoyed our stay at Daren’s beach condo. The check-in process was easy and the helpful instructions leading up to our stay were well communicated. Short 10 minute walk to the beach which was nice. Loved the large pool area too which had plenty of nice lounge chairs and palm trees! Everything was clean and the kitchen had a lot of amenities. Bedrooms upstairs were nice and I appreciate the curtains to keep it dark. It would get really cold downstairs when we adjusted the temp, but still felt a little warmer upstairs at night. Overall, great place, very clean, and was perfect for our son’s first trip to the beach!
Guest favourite
Condo in Hilton Head Island
4.93 out of 5 average rating, 54 reviews

1Min Walk to Beach/Ocean View Balcony/Huge Pool

MelissaRating, 5 stars2 weeks ago
Lee’s condo was the perfect home base for our Hilton Head vacation! We felt relaxed, safe, and right at home from the moment we arrived. We originally booked for a week but extended our stay because we didn’t want to leave. The location is unbeatable—just a one-minute walk to a huge pool, the beach, ocean, tiki bar, and great restaurants. The condo was spotless, well-stocked, and had a gorgeous ocean view from the balcony—our favorite place to start and end each day. It was peaceful, private, and made for the most relaxing getaway. The entire property felt safe and well-maintained, which gave us peace of mind throughout our stay. Lee was fantastic—always responsive and easy to communicate with. We had everything we needed and more for a perfect beach vacation. We’re already looking forward to booking again! XO
Top Guest favourite
Condo in Hilton Head Island
4.97 out of 5 average rating, 87 reviews

1st Floor, 8 Min Walk Beach, King Bed, In Unit W/D

BrittanyRating, 5 stars4 days ago
Everything was great about this place! It was super clean and had everything we needed. I loved how they provided a beach wagon so we did not have to travel with ours. It saved us room in our car. It is in a great location and a very short walk to the beach. Everything in the condo was labeled which helped a lot. There were also games and puzzles that my kids loved on a rainy day. Places can get messy with kids, especially a kitchen, so I loved how there was a vacuum so I could keep the place clean while we were staying there. Diane was always quick to respond with any questions I had. Check in and check out were very easy. I would definitely stay here again!
Top Guest favourite
Condo in Hilton Head Island
4.98 out of 5 average rating, 53 reviews

Seaside Resort: 3 Pools+Private 5min Walk to Beach

HeatherRating, 5 stars4 days ago
Valori was so helpful and thorough with instructions. Her place had everything we needed including all the beach accessories, which I didn’t have to pack because they were already there. The boardwalk to the beach was beautiful and provided access to a beautiful area. We also enjoyed playing pickleball with the paddles provided. Watch out for the corner of the master bed as it will get your shin if you aren’t paying attention! 🤣
Superhost
Condo in Hilton Head Island
5 out of 5 average rating, 3 reviews

Coastal Couples Retreat near Coligny+Bikes-#131

BrendaRating, 5 stars1 month ago
I loved the place! Everything from checking in to checking out was so easy thanks to Erin. The walk to the beach was super quick and nice which is what we loved the most! Highly recommend booking this place
Guest favourite
Condo in Hilton Head Island
4.93 out of 5 average rating, 61 reviews

High Tide - Elevated Beachfront Oceanview Retreat

Mary JaneRating, 5 stars2 weeks ago
Great location, reasonably priced and clean. I would recommend when disclosing it sleeps six, that it mentions blowup mattress and that the bunk beds are really designed for children (smaller than twin size).
Guest favourite
Condo in Hilton Head Island
4.94 out of 5 average rating, 32 reviews

Best sunrise on HHI!

SusanRating, 5 stars3 weeks ago
My husband and I had a wonderful stay at Kimberly's listing. The condo was beautifully decorated and outfitted. The location is just gorgeous and the beach was just perfect. We hope to return!
Top Guest favourite
Condo in Hilton Head Island
4.97 out of 5 average rating, 34 reviews

Coligny Beachfront Villa w/Pool at The Breakers

ShaunRating, 5 stars1 month ago
Great location and an awesome host. Comparable to a lot of places this was a good deal for this location. If you're coming to HH this is the area you want to be in.

Quick stats about condo rentals in Hilton Head Island

  • Total rentals

    2.8K properties

  • Nightly prices starting at

    $31 AUD 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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