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Condo vacation rentals in Kiawah Island

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Popular amenities for Kiawah Island condo rentals

Condo rentals with a pool

Superhost
A community pool is surrounded by a spacious deck with multiple lounge chairs and an umbrella for shade. Lush greenery provides a natural backdrop, while clear blue skies and fluffy white clouds reflect a serene outdoor environment.
Condo in North Charleston
4.93 out of 5 average rating, 14 reviews

Jeweled Secret

LisaRating, 5 stars41 months ago
OMG!!! BEAUTIFUL!!! Everything and more is provided. This host and property is top notch! The home is very well appointed and very clean! My family and I enjoyed the comfy beds, complimentary snacks, amazing shower, proximity to everything we needed and more. Thank you again Annette!
Guest favorite
A welcoming living area features two light-toned armchairs with patterned cushions, facing a 75" smart TV mounted above an electric fireplace. A light wood coffee table sits on a textured area rug, with natural light streaming through a large window and nearby sliding door.
Condo in North Charleston
4.89 out of 5 average rating, 62 reviews

Pond Side Retreat

CarolRating, 5 stars1 week ago
Found most things to be within 15-20 mins of location with easy access to freeways. Pleasant neighborhood.. felt very safe.
Guest favorite
An indoor pool is presented with a unique, curved shape, surrounded by lush greenery. A hot tub is positioned nearby, and sunlight is filtered through large windows, highlighting the clear water. Depth markers are indicated along the edge of the pool.
Condo in Hilton Head Island
4.92 out of 5 average rating, 133 reviews

Condo 2 Qbeds/indoor pool/picklebal/3 blocks beach

MorganRating, 5 stars7 months ago
Gloria was kind and responsive via text messages. The condo was perfect for a long weekend. We also enjoyed the pickleball courts!
Guest favorite
The pool area is surrounded by lounge chairs and features a spacious pool with clear water. Tall palm trees provide shade, while the elegant building stands in the background under a clear blue sky. An umbrella is positioned for sun protection.
Condo in Hilton Head Island
4.9 out of 5 average rating, 101 reviews

Luxury Condo King bed Pool &Ocean views Jetted Tub

GeorgeRating, 5 stars2 weeks ago
We spent four nights in Laura’s place for spring break in April and it was ideal. Great location and convenient to everything. Really enjoyed her two bikes as well. Laura communicated very well with us and we would highly recommend her place.
Superhost
A cozy living area is showcased, featuring a light beige sofa with blue accent pillows and a coffee table displaying colorful magazines. A kitchenette is visible to the left, with white cabinetry and essential appliances. Artwork hangs on the wall, adding a subtle touch to the serene space.
Condo in Hilton Head Island
4.91 out of 5 average rating, 134 reviews

HipNautic Couples Beach Escape Indoor Pool Jacuzzi

KiryRating, 5 stars1 month ago
Great location. Walking distance to the beach and restaurants in the area. Brandy was very informative and offered recommendations to local attractions. Great place to stay for a quiet weekend get away!
Guest favorite
A well-maintained outdoor pool is surrounded by lounge chairs, with the sun setting in the background. Lush trees provide shade, and the nearby condominium can be seen in the background, enhancing the tranquil atmosphere of the area.
Condo in Hilton Head Island
4.75 out of 5 average rating, 104 reviews

POOLSIDE PERFECTION "THE RIGHT PLACE"

AngelRating, 5 stars3 weeks ago
Great location, just a short walk to the beach. Close to great shopping, and restaurants. Ansermo was quick to respond and was a great host.
Guest favorite
A large pool area is visible, featuring clear blue water under a bright sky. Numerous lounge chairs are arranged around the pool, providing ample space for relaxation. Well-maintained landscaping surrounds the pool area, enhancing the tranquil setting.
Condo in Hilton Head Island
4.84 out of 5 average rating, 248 reviews

#BEACHES ARE OPEN-VILLA W/ POOL, BEACHFRONT RESORT

LacyRating, 5 stars1 month ago
My family had a great trip to HHI. The space was clean and the beds were comfortable. It was a little bit of a walk to the beach but my 5 & 8 year olds handled it just fine. There are two beach access points equal distances - One with stairs and one with a ramp if you have a cart. We appreciated the end unit so I didn’t feel like people could hear our kids dancing in the living room. On the flip side if you are a light sleeper I would definitely pack a portable fan to drown out the neighbors since your bedrooms back up to their living room. Thanks for a wonderful space!
Guest favorite
The pool area is surrounded by palm trees and lush greenery. Multiple lounge chairs are arranged around the pool, which features clear blue water. The entrance to the clubhouse is visible in the background, with a shaded pathway leading towards it.
Condo in Hilton Head Island
4.92 out of 5 average rating, 116 reviews

Newly Renovated Condo!

KatieRating, 5 stars1 month ago
Wonderful stay and great, responsive host! Thank you!

Condo rentals with a hot tub

Guest favorite
A spacious bedroom features a wooden bed frame with a quilted cover, adorned with coastal patterns. Soft lighting is provided by wall sconces on either side. A sliding barn door leads to the bathroom, while light-colored walls and a patterned rug enhance the inviting atmosphere.
Condo in Hilton Head Island
4.91 out of 5 average rating, 166 reviews

Renovated - Walk to Beach - 3 Pools - King Bed!

KatherineRating, 5 stars2 weeks ago
Our family of 5 had a wonderful stay at Steve and Jenna’s! We found it to be very clean, great use of space, great location (in the building with the pool/hot tub with easy interior stair access). The boardwalk was a nice way to access the beach and the shuttle was handy for days our crew wasn’t up for the walk. It was great to have access to the beach wagon/equipment as well. We got to try a number of the restaurant recommendations and thoroughly enjoyed them. They were responsive/proactive in messaging. Thanks y’all!
Superhost
A bright living area features soft blue walls and a cozy sofa arrangement. Natural light enters through the sliding glass door leading to a balcony, while a TV and faux fireplace complement the space. A small plant adds a touch of greenery.
Condo in Hilton Head Island
4.83 out of 5 average rating, 58 reviews

The Beachwalker *Relax & Renew*

BethanyRating, 5 stars1 week ago
This was the perfect weekend getaway for my boyfriend and I. Kacey was an absolute sweetheart and was extremely responsive and proactive in her communication. I would highly recommend the beach walker for the close proximity to the beaches and restaurants as well as how amazing Kasey is! Definitely will be coming back.
Superhost
A welcoming living area features a spacious sectional couch with patterned accents, alongside a wooden coffee table. Large windows allow natural light to fill the space, with views of greenery visible outside. A flat-screen TV is mounted on the wall, complemented by a lamp for additional lighting.
Condo in Hilton Head Island
4.85 out of 5 average rating, 53 reviews

2118 Villamare Palmetto Dunes Tennis/Pickleball

DerrickRating, 5 stars2 months ago
Spacious and comfortable furniture and beds. Had a few questions regarding Palmetto Dunes after staying there and Kevin was very responsive. Large refrigerator and ample counter space for in-stay dining. Excellent location relative to beach, tennis/pickleball courts and golf.
Guest favorite
A sandy beach scene features a line of blue umbrellas providing shade over a row of wooden chairs. Gentle waves roll in from the ocean under a clear sky, while a distant red lighthouse is visible on the horizon.
Condo in Hilton Head Island
4.87 out of 5 average rating, 141 reviews

Beach Resort, pools, tennis, pickle ball Tiki bar!

David And BrittanyRating, 5 stars2 weeks ago
We had the best spring break with our young kids! The indoor pool and access to tennis and pickle ball made all the difference in our week at the beach. Even the walk to the beach the kids were able to enjoy while riding their scooters. We will definitely be back!
Guest favorite
A modern kitchen features stainless steel appliances, complemented by white cabinetry and granite countertops. An open dining area is visible, with a wooden table surrounded by chairs, and a cozy living space includes a comfortable sofa facing a wall-mounted TV. Large windows offer ocean views.
Condo in Hilton Head Island
4.94 out of 5 average rating, 109 reviews

Ocean View with Beach Access

JenniferRating, 5 stars1 month ago
The unit was as described, and Jennifer was incredible in offering recommendations and timely responses. The beds were comfortable, the view was beautiful, and the furnishings were clean and new. The unit is small for more than four people. We had 5 family members, and it felt tight when we were all together, but mostly we were out so it was not a problem. Our two kids (8/6) enjoyed the pools, and we all enjoyed the beach bar, Cocos. The facility is dated compared to other locations, but it worked for our young family. If it were just me and my husband, we'd probably choose a different area with more walkability and newer amenities. There were plenty of bike paths to get around. We rented bikes, which were helpful as there was not much walkability to food and beverage, as we did not want to drive everywhere. We would for sure come back with our family.
Superhost
The bedroom features a spacious bed adorned with a light-colored seashell-patterned quilt. A white dresser stands adjacent to the bed, reflecting natural light from the window. A wall-mounted TV is positioned above the dresser, and a fan adds to the comfort of the space.
Condo in Hilton Head Island
4.89 out of 5 average rating, 228 reviews

HHI. 3 Pools-1 Indoor 2 Heated. Easy Beach Access.

TimRating, 5 stars2 weeks ago
Communication was great, place was clean and comfortable, and the location was convenient
Superhost
A light and airy living space is captured, featuring a comfortable sofa and a wooden coffee table on a colorful area rug. Natural light enters through large windows with vertical blinds, illuminating shelves that display decor. A dining area with wooden chairs is visible in the background.
Condo in Hilton Head Island
4.84 out of 5 average rating, 127 reviews

Salt Sand and Serenity! The great escape to HHI

ThomasRating, 5 stars1 month ago
The place was very clean and comfortable. Host was very responsive to our questions. My only complaint is that the refrigerator is somewhat noisy.
Guest favorite
A pair of flip-flops and a set of brown sandals are placed on the soft, sandy beach. Sparse green grass and plants are visible in the background, complementing the tranquil beach setting.
Condo in Hilton Head Island
4.89 out of 5 average rating, 183 reviews

Hilton Head Hidden Gem

BarryRating, 5 stars1 month ago
The sun rise is beautiful! And be sure to check out the sunset when the tide is low. The Hidden Gem has a well stocked kitchen, plenty of storage, and the beds and pillows are very comfortable. We appreciated having a screened in porch a washer/dryer with laundry soap and security that controls entry. For bike riders, the paths by the complex are in good shape. Location is fantastic; out of the congestion but very easy to navigate to all parts of the island and to Bluffton. Theresa thank you for sharing the Hidden Gem with us. We had a wonderful time.

Weekly condo rentals

Superhost
Condo in Hilton Head Island
4.83 out of 5 average rating, 86 reviews

1st Floor Ocean View Closest Condo to Pool & Beach

HeatherRating, 5 stars3 days ago
Brought my toddler twins here and it was by far the best place we’ve stayed in Hilton Head! It was roughly 7-10 minutes to stores and restaurants we visited. I love how close the pool and the beach were to our room. Very convenient, especially with small children. Andrew was very responsive and helped me get another parking pass quickly, after I had misplaced my original one. Will definitely be staying again!
Superhost
A sandy beach scene is depicted with gentle dunes and a wooden fence partially buried in the sand. Sparse vegetation and grasses are visible, framed by a clear blue sky with scattered clouds. The ocean can be seen in the distance, meeting the horizon.
Condo in Hilton Head Island
4.74 out of 5 average rating, 178 reviews

Hilton Head Resort, 3 Bed Room, 2 Bath

DebraRating, 5 stars9 months ago
We always stay at the resort. We love the location and amenities. Sean adn Christine were great to deal with
Superhost
A wide blue mat leads from the sandy beach access to the water, flanked by scattered beach umbrellas and natural dunes. Gentle waves can be seen in the distance under a partly cloudy sky, providing easy access for visitors to enjoy the shore.
Condo in Hilton Head Island
4.7 out of 5 average rating, 148 reviews

Fiddler's Cove Beach & Racquet BaronyGolf View!

CatherineRating, 5 stars2 weeks ago
We loved staying at Natasha’s place in Fiddler’s Cove. It is a close walk to the beach and we enjoyed the pool and tennis courts. The condo was clean and had everything we needed for our stay. The location is perfect to enjoy so many places on the island.
Top guest favorite
A sandy beach stretches along the shoreline, where gentle waves lap at the surface. The clear blue sky meets the horizon, and distant figures can be seen walking along the beach, enhancing the tranquil coastal setting.
Condo in Hilton Head Island
4.97 out of 5 average rating, 100 reviews

Private comfy condo, steps away from the beach

TamiRating, 5 stars6 months ago
We had a great stay! The condo was clean and comfortable, and being in a top floor end unit meant less noise from neighbors. The complex was well-maintained and the staff was really friendly. This area is away from the crowds near Coligny, but not far from all the island has to offer. Colin was great about communicating and always responded quickly to messages.
Guest favorite
A cozy nook features a blue neon sign reading 'Sea la Vie', illuminating a textured wall of blue tiles. A light-colored countertop displays a small bowl and a green recipe book, creating a welcoming focal point in the space.
Condo in Hilton Head Island
4.95 out of 5 average rating, 56 reviews

Sea la Vie @ Fiddler's Cove

BetsyRating, 5 stars5 months ago
We thoroughly enjoyed our time in this place. It was a good, quiet location and convenient to restaurants, retail and grocery stores. Eric was quick to respond to any questions that arose.
Superhost
Condo in Hilton Head Island
4.65 out of 5 average rating, 68 reviews

Mermaids Beach Villa

BenRating, 5 stars1 week ago
I stayed at Amy’s place for about a month, and it had everything I was looking for. The guidance and instructions that were provided were very helpful, and the space was perfect. The location was really nice as well. Close to everything, yet just the right distance to keep away from any congestion, traffic, etc. Highly recommend staying here for a longer rental period.
Superhost
A wooden boardwalk extends through sandy terrain, bordered by native palm trees and beach vegetation. In the distance, the blue ocean can be seen, meeting a clear sky. Signs are positioned along the path, guiding visitors toward the beach.
Condo in Hilton Head Island
4.8 out of 5 average rating, 75 reviews

HHI. walk to beach. pool. lots of amenities

KimberlyRating, 5 stars1 month ago
What a beautiful location! Condo had everything we needed and more! And Amy was so kind and responsive! Hilton Head is the most beautiful beach we've visited as a family!
Guest favorite
A modern kitchen area is visible, featuring white cabinetry and a quartz countertop. Natural light pours in through a window with blinds. A stainless steel dishwasher is integrated beneath the counter, and shelving displays decorative glassware and kitchen essentials.
Condo in Hilton Head Island
4.84 out of 5 average rating, 151 reviews

1 Bedroom Condo, 5 Minute Walk to the Beach

JoanRating, 5 stars2 weeks ago
We had an excellent stay - the location was amazing, from the view from the porch, the pet friendly park, the 5 minute walk to the beach & the close proximity to all the shopping & restaurants you could want. We plan on coming back next spring!

Quick stats about condo rentals in Kiawah Island

  • Total rentals

    180 properties

  • Nightly prices starting at

    $110 before taxes and fees

  • Total number of reviews

    2.5K reviews

  • Family-friendly rentals

    120 properties are a good fit for families

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with a pool

    10 properties have a pool

Destinations to explore