Vacation Rentals with Pool in Kiawah Island

Close

Enter dates for more accurate prices

Payment Protection
Your payment for this rental is protected when you pay through FlipKey. Learn more

Filtering by: Swimming pool

391 vacation rentals
23

4BR Kiawah Luxury with Ocean Views & Heated Pool

Coastal South Carolina / Kiawah Island

Kiawah Island house

4 10 3 nights min

  • 4 bedrooms
  • sleeps 10
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 mi
  • Swimming pool

Price per night from

$994

Price per night from

$994

(1) Excellent 

33

Duneside 1108

Coastal South Carolina / Kiawah Island

Kiawah Island house

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$379

Price per night from

$379

25

331 Catbrier Court

Coastal South Carolina / Kiawah Island

Kiawah Island house

4 11 min stay varies

  • 4 bedrooms
  • sleeps 11
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$487

Responds fast!
avg. 3 hours 25 minutes

Price per night from

$487

20

65 Surfsong Road

Coastal South Carolina / Kiawah Island

Kiawah Island house

6 20 min stay varies

  • 6 bedrooms
  • sleeps 20
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$606

Responds fast!
avg. 2 hours 38 minutes

Price per night from

$606

(1) Excellent 

32

Beautiful 4 bedroom/4 bath Private Home with Heated Pool

Coastal South Carolina / Kiawah Island

Kiawah Island house

4 10 min stay varies

  • 4 bedrooms
  • sleeps 10
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$350

Price per night from

$350

(1) Excellent 

27

Sparrow Pond 1081

Coastal South Carolina / Kiawah Island

Kiawah Island house

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$169

Price per night from

$169

(5) Very Good 

23

Sparrow Pond 1015

Coastal South Carolina / Kiawah Island

Kiawah Island house

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning
“Great Family Vacation!” Property was everything advertised! Clean, well maintained and great internet service. Enjoyed the privacy and wooded location and convenience to pool, beach, golf courses and biking/hiking trails. Shops and grocery store sh
…see more

Price per night from

$179

Price per night from

$179

28

6 Ocean Course Drive

Coastal South Carolina / Kiawah Island

Kiawah Island house

6 16 min stay varies

  • 6 bedrooms
  • sleeps 16
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$816

Responds fast!
avg. 3 hours 25 minutes

Price per night from

$816

(1) Excellent 

29

Inlet Cove 32

Coastal South Carolina / Kiawah Island

Kiawah Island house

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$189

Price per night from

$189

(6) Excellent 

28

TOTALLY RENOVATED 3 BR 3 BA Villa Near Beach - Lagoon and Golf Views

Coastal South Carolina / Kiawah Island

Kiawah Island villa

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.4 mi
  • Swimming pool
“Great Vacation” Our family had such a nice time at this villa. It has great livable space. It is well-maintained and the owners are thoughtful and responsive. We appreciated all of the information the owners provided about what to do, where to eat,
…see more

Price per night from

$228

Price per night from

$228

(3) Very Good 

45

Low Oak Woods 353

Coastal South Carolina / Kiawah Island

Kiawah Island house

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning
“Great location, nice house.” We had extended family so ages ranges from 1.5 years to 60...and we had an amazing lovely time. Lots of private space for different social conversation, nice grill and the view from every window was lovey! PA visitor
…see more

Price per night from

$439

Price per night from

$439

25

212 Yellow Throat Lane

Coastal South Carolina / Kiawah Island

Kiawah Island house

6 15 min stay varies

  • 6 bedrooms
  • sleeps 15
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$589

Responds fast!
avg. 3 hours 25 minutes

Price per night from

$589

32

Sparrow Pond 1042

Coastal South Carolina / Kiawah Island

Kiawah Island house

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$233

Price per night from

$233

30

Inlet Cove 66

Coastal South Carolina / Kiawah Island

Kiawah Island house

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$189

Price per night from

$189

(2) Excellent 

26

Inlet Cove 11

Coastal South Carolina / Kiawah Island

Kiawah Island house

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning
“great vacation” Unit 11 was wonderful. Another great year at Kiawah. We have stayed in many different units usually preferring units with river view. While this unit did not have the river view, its proximity to the river and dock made it so easy f
…see more

Price per night from

$209

Price per night from

$209

(2) Excellent 

33

Silvermoss Circle 9

Coastal South Carolina / Kiawah Island

Kiawah Island house

4 10 min stay varies

  • 4 bedrooms
  • sleeps 10
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning
“Spacious, well-appointed island home, closely situated near beach and pool” We had a fabulous vacation over Labor Day Weekend with three families sharing this beautifully-decorated island home. Tropical Storm Hermine moved through quickly and island l
…see more

Price per night from

$359

Price per night from

$359

25

1022 Sparrow Pond Cottage

Coastal South Carolina / Kiawah Island

Kiawah Island cottage

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$228

Responds fast!
avg. 3 hours 23 minutes

Price per night from

$228

(1) Excellent 

32

Atlantic Beach 27

Coastal South Carolina / Kiawah Island

Kiawah Island house

5 10 min stay varies

  • 5 bedrooms
  • sleeps 10
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$469

Price per night from

$469

(5) Excellent 

44

Inlet Cove 41

Coastal South Carolina / Kiawah Island

Kiawah Island house

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning
“Overly Impressed” We were intending on a small cottage for a getaway. Found this and took it on short notice. WOW, couldn't have chosen a better spot or a better cottage.We loved everything about it. Now I must return for a stay during warmer months.
…see more

Price per night from

$199

Price per night from

$199

(4) Very Good 

26

Inlet Cove 33

Coastal South Carolina / Kiawah Island

Kiawah Island house

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning
“Lovely surprise” When we first arrived, I was disappointed by the outside of the property. The gate at the top of the steps was broken, the "curb appeal" was limited. However, the inside was cozy and the pine trees surrounding the property made it q
…see more

Price per night from

$189

Price per night from

$189

(1) Excellent 

14

Sparrow Pond Cottage-Family/Couple w/pet/pool/wifi/Great location/Discount rate

Coastal South Carolina / Kiawah Island

Kiawah Island house

3 8 7 nights min

  • 3 bedrooms
  • sleeps 8
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$256

Responds fast!
avg. 1 hour 15 minutes

Price per night from

$256

32

46 Surfsong Road

Coastal South Carolina / Kiawah Island

Kiawah Island house

7 16 min stay varies

  • 7 bedrooms
  • sleeps 16
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$1,772

Responds fast!
avg. 3 hours 25 minutes

Price per night from

$1,772

(11) Excellent 

18

Beautiful Cottage w/Full Resort Priv. Lagoon View

Coastal South Carolina / Kiawah Island

Kiawah Island cottage

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly
“Luxurious home away from home - will definitely be back!” We absolutely loved the luxurious accomodations and beautiful decor! It was homey and comfortable and had a well eqipped kitchen - everything one could possibly need. This lovey villa is cent
…see more

Price per night from

$250

Price per night from

$250

25

24B Eugenia Avenue

Coastal South Carolina / Kiawah Island

Kiawah Island house

6 16 min stay varies

  • 6 bedrooms
  • sleeps 16
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$670

Responds fast!
avg. 3 hours 23 minutes

Price per night from

$670

(3) Excellent 

24

Sparrow Pond 1031

Coastal South Carolina / Kiawah Island

Kiawah Island house

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning
“1032 Sparrow Pond” Nicely decorated, clean, great location to access pool and beach. Short walk to stores. Quiet except for the 5am Whiperwill bird wake up call.
…see more

Price per night from

$179

Price per night from

$179

(6) Very Good 

24

Atlantic Beach 38

Coastal South Carolina / Kiawah Island

Kiawah Island house

4 10 min stay varies

  • 4 bedrooms
  • sleeps 10
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$589

Price per night from

$589

30

340 Low Oak Woods Drive

Coastal South Carolina / Kiawah Island

Kiawah Island house

5 13 min stay varies

  • 5 bedrooms
  • sleeps 13
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$522

Responds fast!
avg. 2 hours 38 minutes

Price per night from

$522

27

44 Surfsong Road

Coastal South Carolina / Kiawah Island

Kiawah Island house

7 15 min stay varies

  • 7 bedrooms
  • sleeps 15
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$1,443

Responds fast!
avg. 3 hours 11 minutes

Price per night from

$1,443

(5) Excellent 

60

Great Riverviews, Recent Renovated, Heated Pool, Kids Water Parks

Coastal South Carolina / Kiawah Island

Kiawah Island house

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.4 mi
  • Swimming pool
“Idyllic, Peaceful and Rejuvenating !!!” Many thanks to the Lockwood Family for providing a wonderful retreat for our family. You can't help but unwind as you bike around the scenic trails,float in the water, spend your nights on their patio playing ca
…see more

Price per night from

$179

Price per night from

$179

(5) Very Good 

27

Inlet Cove 23

Coastal South Carolina / Kiawah Island

Kiawah Island house

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning
“Family vacation” Wonderful place to stay!! The price was great and the location was across from the pool which the kids loved. We have stayed in inlet cove many times but will definitely try to get the particular Vila again. We enjoyed the extra livin
…see more

Price per night from

$189

Price per night from

$189

24

1016 Sparrow Pond Cottage

Coastal South Carolina / Kiawah Island

Kiawah Island cottage

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$228

Responds fast!
avg. 3 hours 23 minutes

Price per night from

$228

29

165 Surfsong Road

Coastal South Carolina / Kiawah Island

Kiawah Island house

4 15 min stay varies

  • 4 bedrooms
  • sleeps 15
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$732

Responds fast!
avg. 3 hours 23 minutes

Price per night from

$732

26

56 Fletcher Hall

Coastal South Carolina / Kiawah Island

Kiawah Island house

5 13 min stay varies

  • 5 bedrooms
  • sleeps 13
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$910

Responds fast!
avg. 3 hours 25 minutes

Price per night from

$910

(24) Excellent 

14

5508 Turtle Cove Villas, Kiawah Island, SC

Coastal South Carolina / Kiawah Island

Kiawah Island apartment

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly
“Perfect Stay!” Our family had the most wonderful and relaxing vacation in Kiawah. Typically every year we pick a new place to stay, we hit the jackpot on this year's stay. The condo was beautifully decorated and contained all the necessaries that we
…see more

Price per night from

$160

Price per night from

$160

41

Ocean Green 18

Coastal South Carolina / Kiawah Island

Kiawah Island house

5 10 min stay varies

  • 5 bedrooms
  • sleeps 10
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$419

Price per night from

$419

(1) Average 

27

Sparrow Pond 1071

Coastal South Carolina / Kiawah Island

Kiawah Island house

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$169

Price per night from

$169

26

131 Gadwall Lane

Coastal South Carolina / Kiawah Island

Kiawah Island house

5 16 min stay varies

  • 5 bedrooms
  • sleeps 16
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$607

Responds fast!
avg. 3 hours 11 minutes

Price per night from

$607

(1) Very Good 

27

Duneside 1107

Coastal South Carolina / Kiawah Island

Kiawah Island house

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$339

Price per night from

$339