Family-friendly holiday rentals in Kiawah Island

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Popular amenities for Kiawah Island family-friendly rentals

Family-friendly home rentals with a hot tub

Top Guest favourite
Home in Park Circle
4.97 out of 5 average rating, 296 reviews

Home The On Hill - Near Everything Charleston!

AmberRating, 5 stars2 weeks ago
Everything was exactly as described and the location was FANTASTIC for traveling with small kids. Tamra & Lisa were great communicators ahead of and during our stay, even welcoming us with wine and cheese. Everything was comfortable and the pack n play & high chair on site were a great bonus. The kitchen is fully, full equipped if you like to do some cooking at “home” like we do. There are some fragile items at curious tot level but the living areas are child friendly. Absolutely recommend these hosts and this stay!
Top Guest favourite
Condo in Hilton Head Island
4.85 out of 5 average rating, 244 reviews

Beach Hideaway 3BR 2BA In/Out Pools Full Kitchen

DawneRating, 5 stars1 week ago
Our stay was only a short weekend for a wedding. We did not get to enjoy the pool or beach. No issues with stay except the back half of the villa was much warmer than the front half. The bunk room with 3 adult children had 3 tower fans and they said the night was okay. Father In law was happy being warmer since he’s always cold. Overall it was a great location close to rehearsal dinner and wedding venue.
Superhost
Home in Park Circle
4.85 out of 5 average rating, 448 reviews

Best of Both Worlds with Beautiful Back-Yard Oasis

AnnanRating, 5 stars1 month ago
It was really clean and smelled nice. he also provided a lot of towels which was nice. everything worked how expected and the property is beautiful.
Top Guest favourite
Home in Hilton Head Island
4.95 out of 5 average rating, 158 reviews

Heated Pool/Fenced Yard, Golf Cart rental - 79

RandallRating, 5 stars2 weeks ago
With us and children’s families we had plenty of room and things to do right on the property for 6 adults and 5 grandchildren from 2 to 10 years old! We had a blast: plenty of beds, bathrooms, big kitchen and den, indoor swimming pool, game room, hot tub, fire pit, short street for bikes, garage. On raining periods or at night the house was great for eating, play and family time! We got the golf cart and biked minutes from Folly Field beach and also to Island beach which were great beaches. Biking on the beaches and the innumerable wonderful trails throughout Hilton Head is amazing for those who take advantage of it. Besides the beach adventures we also took advantage of the horseback riding at Lawton Stables and the Pirates of Hilton Head kids pirate ship adventure at Harbor Town which was something the kids and adults will not forget. We ate most of the time in our great kitchen but some did get to enjoy two fabulous seafood restaurants. Hilton Head is a beautiful island!
Superhost
Condo in Hilton Head Island
4.77 out of 5 average rating, 176 reviews

Walk to Beach - 3 Pools - Central Location

TaylorRating, 5 stars3 weeks ago
Steve and Jenna were super friendly and very accommodating. They extended our guest pass so we could use the amenities after check out! The place was super clean, and so much to do for all our kids! Thank you Steve and Jenna!
Guest favourite
Island in Isle of Palms
4.87 out of 5 average rating, 212 reviews

Summer Hayes on IOP with extra special Pool

CrystalRating, 5 stars2 weeks ago
We were in town celebrating my brother’s wedding, and Joseph’s home was the perfect place to unwind and spend time with family. The pool area was beautiful! He was extremely responsive and the home was very comfortable and well equipped.
Top Guest favourite
Condo in Hilton Head Island
4.95 out of 5 average rating, 219 reviews

Heron's Haven on Port Royal Sound, 2BR/2BA

JulieRating, 5 stars3 days ago
We had a wonderful stay. The condo was very clean and well appointed. Communication was excellent. Our family thoroughly enjoyed the weekend.
Top Guest favourite
Condo in Hilton Head Island
4.93 out of 5 average rating, 257 reviews

Grand Views! Beautiful, Renovated, Walk to Beach!

LizRating, 5 stars1 week ago
We had a great time staying at Hilton Head Resort Condos. The place looked exactly like the photos. The walk to the beach was very manageable even with two young kids. The beach was great, we even drove into Savannah and Tybee Island for the day twice, very manageable outings. Would definitely stay here again!

Family- and pet-friendly home rentals

Top Guest favourite
Guesthouse in James Island
4.92 out of 5 average rating, 713 reviews

Island Oasis—Near Downtown

JasonRating, 5 stars2 weeks ago
Apartment was very clean and great location between the beach and downtown Charleston.
Guest favourite
Home in Beaufort
4.98 out of 5 average rating, 157 reviews

Stylish Renovated Chapel -Close to Everything!

JoyceRating, 5 stars1 week ago
We can't say enough about the Cottage on Waight! It was immaculate & has eveything you need( and more) for a comfortable stay. The kitchen was extremely well appointed & everything you could need to cook a great meal . It even had some nice snacks, a variety of coffees & teas, spices condiments and more. The home had ample bathroom supplies... including cotton balls, qtips- even finger nail polish remover! You really didn't need a thing. Complete supply of cleaning supplies and laundry stuff. There are several outdoor spaces... we enjoyed the screen porch during a thunderstorm & the patio in the eveningsv that were unseasonably cool. They must use some type of pest control services because there were no bugs- inside or out! One of the best things is it's walkability- the great neighborhood for walking w/ many homes being remodeled or newly built. Less than a mile easy walk into downtown Beaufort with sidewalks everywhere. The Spanish Moss Trail is close & a must do esp w/ dogs!
Superhost
Home in Isle of Palms
4.87 out of 5 average rating, 357 reviews

Island Pearl (3 Blocks to beach)

TylerRating, 5 stars3 days ago
This home was amazing! Calvin has a slice of paradise that we were able to call home for the weekend! His home was spacious both inside and out and the back yard was massive for our two pups to run freely! Neighborhood is super nice and quiet! This was a trip to propose to my Girlfriend and without this house I couldn't have made that happen! 12 out of 10 on the scale! we will definitely be back!
Top Guest favourite
Guesthouse in Mount Pleasant
4.97 out of 5 average rating, 254 reviews

Bungalow Under The Oaks

BradRating, 5 stars2 days ago
What a wonderful bungalow! It had all the amenities in the listing, and all the pictures matched up. My wife and pups enjoyed our stay! Pete and Jessica are extremely responsive! Perfect location where you’re just a drive away to Shem‘s Creek, downtown Charleston or even Daniel’s Island. It was clean and tidy in the bed was comfortable too.
Guest favourite
Cottage in Johns Island
4.97 out of 5 average rating, 143 reviews

Pet Stay Free, Near Charleston and Kiawah!

BrendaRating, 5 stars3 days ago
We traveled to the area to attend a show in Charleston and also to relax and recharge a bit with our two dogs. The fenced in area was perfect for the pups and we were able to take them on walks on the trails and down to the lake. Such a peaceful, beautiful setting. The cabin was comfortable and rustic with everything we needed. Denise and Tanya were so thoughtful, provided many “extras” and a tour of the farm. A highlight for me was kayaking and feeding carrots to the horses. We highly recommend and would rent there again.
Superhost
Home in Folly Beach
4.87 out of 5 average rating, 279 reviews

201 E Cooper Ave - Unit B

RachelRating, 5 stars5 days ago
Great location - highly recommend. Easy to walk to beach and all the attractions in Folly. We didn’t really utilize the outdoor space (it wasn’t super well kept), but can’t be the location and value, and I was very happy with the layout, amenities, and overall experience for our group. I would book again.
Guest favourite
Apartment in Fripp Island
4.91 out of 5 average rating, 348 reviews

Fripp Island Dog Friendly Getaway OPEN ALL WINTER

Mary L.Rating, 5 stars2 weeks ago
Wonderful location with a second floor view of the ocean! Everything you will need for your vacation is there. Easy walk to the beach or the marsh. Definitely the best value for our family of two on Fripp!!!
Guest favourite
Home in Cannonborough/ Elliottborough
4.93 out of 5 average rating, 290 reviews

The Historic St. Philip House

EmilyRating, 5 stars2 weeks ago
Amy’s place was beautiful and historic. It was updated and felt comfortable while still maintaining that old southern charm. We also loved being right off of King St.

Family-friendly home rentals with a pool

Guest favourite
Home in Mount Pleasant
4.86 out of 5 average rating, 103 reviews

Hammock Haus -cozy firetable- 10 min to downtown

JeffreyRating, 5 stars1 month ago
Beautiful clean house in a great neighborhood. Great location, there is a lot to do and see within a short drive. Host was very welcoming and very responsive to our questions. Highly recommend this house.
Top Guest favourite
Condo in Charleston
4.98 out of 5 average rating, 124 reviews

Cozy Coastal Crib near Downtown and the Beach!

NikkiRating, 5 stars1 week ago
This place was amazing and perfect for our family!! It smelled amazing when we walked in the door and everything was super clean. We felt right at home. Rob was very responsive and helpful and easy to work with. The neighbors were very kind and welcoming of us!! Highly recommend staying here!!
Superhost
Condo in Hilton Head Island
4.7 out of 5 average rating, 227 reviews

Condo on Beachfront Resort

RyanRating, 5 stars1 month ago
Our stay was great and as expected! It's a cheap option to stay on Hilton Head right by the beach with the option to use the pool as well.
Guest favourite
Townhouse in Kiawah Island
4.82 out of 5 average rating, 22 reviews

2BR Kiawah Retreat. Golf Views! Pool Access

SophiaRating, 5 stars2 weeks ago
I stayed here with my husband and 1.5 y/o. It was perfect and felt homey! Hosts were super friendly and responsive. It was a great location. Close to the beach, the island had a beautiful playground for small kids, and 2 days we even drove into Charleston, which was only about 40 mins away.
Superhost
Cottage in Seabrook Island
4.5 out of 5 average rating, 4 reviews

Pet Friendly 3 Bd! Close to Beach/Pools

WendyRating, 5 stars12 months ago
We really enjoyed our time on Seabrook Island. We felt right at home, the house was beautifully decorated, all updated and very clean! It was perfect for our girls getaway! So much to see and do, we can't wait to come back!
Guest favourite
Home in Hilton Head Island
4.86 out of 5 average rating, 371 reviews

W2Bch*4TVs*1GIG I*PetsWC *WiFi*4King ßds*grill*gms

AmyRating, 5 stars4 weeks ago
We loved our stay at Marina's beach hut. We walked to the beach morning and evening and views on the beach were beautiful. Everyone was so friendly. Had plenty of space for our family to either be together or spread out in the house space. House was well stocked with beach and home supplies. Loved having space for our car in the garage. Master bath shower was luxurious! Neighborhood was quiet and felt very safe. Loved the keyless entry system!
Guest favourite
Home in Mount Pleasant
4.88 out of 5 average rating, 128 reviews

12 Duplex w/Shared POOL, Great Location MP20107674

LizRating, 5 stars3 days ago
Absolutely the best house and location. Melissa was extremely helpful and responsive. The pool was amazing. We can't wait to come back here again! Will definitely book this place every time!
Guest favourite
Home in Mount Pleasant
4.95 out of 5 average rating, 249 reviews

Coastal Family Getaway, Heated Pool

Steven And SarahRating, 5 stars2 weeks ago
We had a great time here for the second year in a row. The pool was a huge plus and the house was comfortable for our family of five. Would stay again!

Quick stats about holiday rentals that are family-friendly in Kiawah Island

  • Total rentals

    650 properties

  • Nightly prices starting at

    $231 NZD before taxes and fees

  • Total number of reviews

    5.6K reviews

  • Pet-friendly rentals

    70 properties allow pets

  • Rentals with a pool

    280 properties have a pool

  • Rentals with dedicated workspaces

    530 properties have a dedicated workspace

Destinations to explore