Condo holiday rentals in Harbor Island

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Popular amenities for Harbor Island condo rentals

Weekly condo rentals

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

MyStay at 1208 Villamare ~Premier Oceanfront Villa

Jackie Rating, 5 stars4 days ago
We had the most wonderful stay, from the peaceful location to the most comfortable bed you'll ever sleep in! We relaxed immediately and jumped right into our vacation. Our hosts thought of everything, the whole condo was well organized, and anything we needed was easily found. I highly recommend adding on the bike rentals. An early morning beach bike ride was a highlight of our trip and the whole island is very bike friendly.
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, 86 reviews

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

AlexanderRating, 5 stars1 week ago
Diane’s place was an excellent decision for my family of 5 (6, 3, 6 months). The beach was roughly a 10 minute was with lugging 2 wagons. She had everything we needed. Groceries were also able to be delivered right to the door from Kroger. She responded very quickly and politely. Highly recommend.
Top Guest favourite
Condo in Hilton Head Island
5 out of 5 average rating, 87 reviews

5 Star Location! Pool, Walk to Shops/Dining

AmandaRating, 5 stars5 days ago
Amazing place!! We loved every second of our stay. Very clean, beautifully appointed, roomy for two people, great location. All around awesome accommodations. We will definitely be back!
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 starstoday
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! 🤣
Guest favourite
Condo in Kiawah Island
4.9 out of 5 average rating, 79 reviews

1 BR Kiawah villa/condo | Close to beach

JudyRating, 5 stars1 week ago
We had a lovely stay in Kiawah, and Christian’s place was perfect for what we needed. It was an easy walk to the beach, comfortable and well equipped.
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
4.93 out of 5 average rating, 41 reviews

Ocean Villa A204 - Newly Updated with Ocean Views

StephanieRating, 5 stars1 week ago
Our condo was super clean, comfortable, and located right in front of the beach, which was so convenient. It is well insulated which makes for quiet nights, great for sleep!

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!
Superhost
Condo in Hilton Head Island
4.77 out of 5 average rating, 135 reviews

Clean Renovated Ground floor Encl Courtyard Bikes

ReneeRating, 5 starstoday
The condo was clean and had everything we needed for a wonderful stay. We enjoyed riding bikes and swimming in the community's pool. My husband and daughter had fun walking the dog and looking for alligators ;-). We enjoyed evening bike rides to the general store where we got soft serve icecream and riding the free shuttle to the beach during the day. Laura was very quick to respond when I had questions and seemed genuinely interested in recieving input on her home. We would definitely consider coming back. Thanks Laura!
Guest favourite
Condo in Edisto Island
4.93 out of 5 average rating, 80 reviews

Time Well Spent - 1 bedroom +Loft at Edisto Beach

JulieRating, 5 stars2 months ago
Great condo and on Edisto Island! It was very clean and well decorated with a nautical theme. The bedding was comfortable and the kitchen was well equipped. The condo is a quick five minute drive to all of our favorite restaurants, the beach and the grocery store. It was very quaint and quiet with a beautiful view of the turtle filled creek and golf course. The host was very responsive and friendly and that is something that I highly admire!
Superhost
Condo in Saint Helena Island
4.81 out of 5 average rating, 48 reviews

2 bedroom villa on Fripp Island

KarenRating, 5 stars1 month ago
We have stayed at this condo several times and we love it! It’s perfect for a few days at the beach. Sarah was a great host and very sweet!
Guest favourite
Condo in Hilton Head Island
4.9 out of 5 average rating, 39 reviews

Casa Gabriela pet friendly no pet fee, sleeps 5

TheresaRating, 5 stars1 day ago
I recently had the pleasure of staying at Yelena’s Airbnb, and it was truly a fantastic experience! From the moment I arrived, I felt at home. The space was impeccably clean, thoughtfully decorated, and stocked with everything I needed for a comfortable stay. Communication with Yelena was seamless. She was responsive, accommodating, and provided excellent recommendations that enhanced my stay. Whether it was local dining spots or hidden gems in the neighborhood, her insights made my trip even more memorable. Overall, I would highly recommend this Airbnb to anyone looking for a relaxing and enjoyable getaway. I look forward to returning in the future!
Top Guest favourite
Condo in Hilton Head Island
4.93 out of 5 average rating, 15 reviews

Sea Pines 2 Bdrm/2Ba Condo W/Bikes, Pets Welcome!

HongbingRating, 5 stars5 days ago
This is the best rental I ever had, extremely clean and tidy. The host provided everything we needed and I felt like at home during the stay. The host was very friendly and fast responding. Can’t think of anything that’s not positive. Well worth the money and would definitely recommend to friends.
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 stars3 days 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 stars4 weeks 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.

Condo rentals with a pool

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 stars2 days ago
This was a great place: conveniently located, amazing resort amenities, and stress free. We would definitely stay again!
Top Guest favourite
Condo in Hilton Head Island
4.97 out of 5 average rating, 113 reviews

1BR/2BA condo w/private beach access in Shipyard

ZackeryRating, 5 stars1 week ago
This was our 4th trip to Hilton Head Island and our 2nd time staying on the island itself. LeDesa’s place was one of our favorite stays so far. The location was perfect—quiet, private, and tucked away in the Shipyard area, but still close to everything we needed. The walk to the beach wasn’t bad at all, even with a 2-year-old and a wagon. It was a little longer than we would have liked, but totally manageable. The home was spotless and extremely comfortable. We were impressed with how well-stocked it was—plenty of linens, towels, kitchen supplies, and cookware. It truly felt like home. We had a small maintenance issue during our stay, and the host responded immediately and had someone out to fix it right away. We felt well taken care of the entire time. I would highly recommend this Airbnb to anyone visiting Hilton Head. It has everything you could need, and we’re already looking forward to coming back next year!
Superhost
Condo in Fripp Island
4.87 out of 5 average rating, 30 reviews

Birdie's Beach Club Villa (resort cards available)

RomeyRating, 5 stars1 month ago
Very nice condo with views of the marsh and walkable to amenities.
Superhost
Condo in Hilton Head Island
5 out of 5 average rating, 3 reviews

Coastal Couples Retreat near Coligny+Bikes-#131

BrendaRating, 5 stars3 weeks 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
4.94 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
4.96 out of 5 average rating, 142 reviews

Stay by the Beach ⛱ Eat & Shop at Coligny plaza!

LaurenRating, 5 stars2 weeks ago
This was our second stay at Natasha’s and we loved every minute with our two young boys. The condo is situated perfect: with the ocean and beach access across the street and the pool in the backyard. Close to coligny circle and all the bike paths… it couldn’t be a more perfect location. The beds are comfy, kitchen is well stocked, and we felt right at home. We can’t wait to come back again!
Guest favourite
Condo in Hilton Head Island
4.93 out of 5 average rating, 94 reviews

Luxe Hilton Head Beach Villa w/ Pool Views

BabitaRating, 5 stars2 days ago
We had a wonderful stay! The house was very clean, well maintained, and stocked with everything we needed from kitchen essentials to toiletries. The surroundings were peaceful and quiet, making it the perfect place to relax and unwind. Coligny Beach was just a 15 to 20 minute drive away, which was super convenient for beach outings .We truly enjoyed our time here and would definitely stay again.
Top Guest favourite
Condo in Hilton Head Island
5 out of 5 average rating, 59 reviews

The Lookout - A Modern Beach Retreat (Oceanfront)

ErinRating, 5 stars1 week ago
Very cute space in a perfect location. The hosts were kind, communicative, and made the stay feel effortless.

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