Luxury Vacation Rentals for Large Groups in Kiawah Island

Luxury Vacation Rentals for Large Groups in Kiawah Island

Never book a bad vacation home again. Every Wander comes with hotel-grade amenities, inspiring views, pristine cleaning and 24/7 concierge service.
We found 83 large group vacation rentals – enter your dates for availability.

Top-rated large group vacation rentals in Kiawah Island

SM05: 5 Silver Moss property photo 1

SM05: 5 Silver Moss

5 bedrooms•4 baths
4,046 US dollars for 4 nights•
New

~$355 less than other sites

BERK37: 37 Berkshire Hall property photo 1

BERK37: 37 Berkshire Hall

4 bedrooms•4.5 baths
2,691 US dollars for 3 nights•
New

~$235 less than other sites

BHP18: 18 Blue Heron Pond Road property photo 1
Luxury

BHP18: 18 Blue Heron Pond Road

5 bedrooms•4.5 baths
4,563 US dollars for 3 nights•
New

~$405 less than other sites

FW18: 18 Flyway Drive property photo 1

FW18: 18 Flyway Drive

4 bedrooms•4 baths
2,671 US dollars for 3 nights•
New

~$235 less than other sites

SS256: 256 Surfsong property photo 1

SS256: 256 Surfsong

5 bedrooms•5 baths
2,334 US dollars for 3 nights•
New

~$205 less than other sites

PP595: 595 Piping Plover property photo 1

PP595: 595 Piping Plover

5 bedrooms•5.5 baths
3,148 US dollars for 3 nights•
New

~$240 less than other sites

SE401: 401 Snowy Egret Lane property photo 1

SE401: 401 Snowy Egret Lane

6 bedrooms•6.5 baths
3,754 US dollars for 3 nights•
New

~$330 less than other sites

GD77: 77 Governor's Drive property photo 1

GD77: 77 Governor's Drive

4 bedrooms•3.5 baths
2,943 US dollars for 3 nights•
New

~$260 less than other sites

Welcome to your large group retreat in Kiawah Island

Welcome to your large group retreat in Kiawah Island

Bring everyone to the Lowcountry with Wander’s luxury large-group vacation rentals in Kiawah Island. Our collection features spacious coastal homes purpose built for together time, with expansive living rooms, dining for a crowd, and indoor-outdoor flow that keeps the group connected.
Expect hotel-grade polish across every detail: multiple primary suites for privacy, plush linens, sparkling kitchens stocked for chefs, ultrafast WiFi, and dedicated work nooks. Many homes add private pools, media lounges, and bunk rooms the whole crew will love.
With pristine cleaning and 24/7 concierge support, you get the consistency of a luxury hotel with the comfort of a private estate. This is group travel, elevated.

Available soon in Kiawah Island

BERK37: 37 Berkshire Hall property photo 1

BERK37: 37 Berkshire Hall

4 bedrooms•4.5 baths
2,691 US dollars for 3 nights•
New

~$235 less than other sites

BHP18: 18 Blue Heron Pond Road property photo 1
Luxury

BHP18: 18 Blue Heron Pond Road

5 bedrooms•4.5 baths
4,563 US dollars for 3 nights•
New

~$405 less than other sites

FW18: 18 Flyway Drive property photo 1

FW18: 18 Flyway Drive

4 bedrooms•4 baths
2,671 US dollars for 3 nights•
New

~$235 less than other sites

PP595: 595 Piping Plover property photo 1

PP595: 595 Piping Plover

5 bedrooms•5.5 baths
3,148 US dollars for 3 nights•
New

~$240 less than other sites

GD77: 77 Governor's Drive property photo 1

GD77: 77 Governor's Drive

4 bedrooms•3.5 baths
2,943 US dollars for 3 nights•
New

~$260 less than other sites

SM14: 14 Silver Moss property photo 1

SM14: 14 Silver Moss

4 bedrooms•4 baths
2,236 US dollars for 3 nights•
New

~$175 less than other sites

GR59: 59 Goldenrod property photo 1

GR59: 59 Goldenrod

4 bedrooms•3.5 baths
3,272 US dollars for 3 nights•
New

~$285 less than other sites

BH17: 17 Bufflehead property photo 1

BH17: 17 Bufflehead

7 bedrooms•6.5 baths
4,781 US dollars for 3 nights•
New

~$370 less than other sites

Featured large group vacation rentals in Kiawah Island

Stunning home close to the Ocean Course property photo 1

Stunning home close to the Ocean Course

6 bedrooms•5.5 baths
5,359 US dollars for 4 nights•

~$475 less than other sites

Stunning new property, pool and easy beach access property photo 1
Luxury

Stunning new property, pool and easy beach access

5 bedrooms•5.5 baths
10,295 US dollars for 6 nights•
New

~$910 less than other sites

Ocean, golf and lagoon views, complete luxury home property photo 1
Iconic

Ocean, golf and lagoon views, complete luxury home

7 bedrooms•8.5 baths
15,570 US dollars for 6 nights•

~$1,385 less than other sites

Pristine getaway with tranquil views property photo 1
Luxury

Pristine getaway with tranquil views

7 bedrooms•6.5 baths
11,262 US dollars for 6 nights•

~$995 less than other sites

Breathtaking views of the ocean and Kiawah's famed Ocean Course property photo 1

Breathtaking views of the ocean and Kiawah's famed Ocean Course

5 bedrooms•5.5 baths
6,970 US dollars for 4 nights•

~$620 less than other sites

Spectacular new rental home close to Ocean Course property photo 1
Luxury

Spectacular new rental home close to Ocean Course

6 bedrooms•5.5 baths
5,334 US dollars for 4 nights•
New

~$475 less than other sites

Coastal sanctuary that transcends the ordinary property photo 1
Luxury

Coastal sanctuary that transcends the ordinary

5 bedrooms•5.5 baths
5,137 US dollars for 4 nights•

~$455 less than other sites

right across the street from the beach, private pool property photo 1
Luxury

right across the street from the beach, private pool

5 bedrooms•5 baths
6,524 US dollars for 4 nights•

~$580 less than other sites

Highlights in Kiawah Island

Gather your entire group for an unforgettable getaway featuring pristine beaches, world-class golf courses, and expansive nature trails.
Kiawah Island Beachwalker Park
The Ocean Course
Night Heron Park
Freshfields Village
Bohicket Marina & Market
Mingo Point

IT'S A VACATION HOME, BUT BETTER

The Wander difference

Wander is different because we combine the quality of a luxury hotel with the comfort of a private vacation home. Your best trip ever is just a few clicks away.

Only the best homes

We’ll never not look like the pictures. Every Wander is beautiful and expertly operated, so you can leave any stress at the door.

Hotel-grade amenities

We’ll never leave you with nothing to do. From ultra fast WiFi to gyms and pools, our homes make it easy to blend work and play.

24/7 concierge service

We’ll never leave you hanging. Our chat-based Concierge is always available to help – from trip questions to special requests.

Inspiring and stunning views

We’ll never leave you uninspired. Every Wander has stunning views to refresh and inspire your soul. Adventure awaits.

Meticulous cleaning

We’ll never have you check in to a dirty house. Our cleaning teams are meticulous, and there are no chores at checkout.

Safety and security

We’ll never pass you off to a stranger. Every Wander location meets our industry-leading safety standards to give you peace of mind.

All homes in Kiawah Island

SM05: 5 Silver Moss property photo 1

SM05: 5 Silver Moss

5 bedrooms•4 baths
4,046 US dollars for 4 nights•
New

~$355 less than other sites

BERK37: 37 Berkshire Hall property photo 1

BERK37: 37 Berkshire Hall

4 bedrooms•4.5 baths
2,691 US dollars for 3 nights•
New

~$235 less than other sites

BHP18: 18 Blue Heron Pond Road property photo 1
Luxury

BHP18: 18 Blue Heron Pond Road

5 bedrooms•4.5 baths
4,563 US dollars for 3 nights•
New

~$405 less than other sites

FW18: 18 Flyway Drive property photo 1

FW18: 18 Flyway Drive

4 bedrooms•4 baths
2,671 US dollars for 3 nights•
New

~$235 less than other sites

SS256: 256 Surfsong property photo 1

SS256: 256 Surfsong

5 bedrooms•5 baths
2,334 US dollars for 3 nights•
New

~$205 less than other sites

PP595: 595 Piping Plover property photo 1

PP595: 595 Piping Plover

5 bedrooms•5.5 baths
3,148 US dollars for 3 nights•
New

~$240 less than other sites

SE401: 401 Snowy Egret Lane property photo 1

SE401: 401 Snowy Egret Lane

6 bedrooms•6.5 baths
3,754 US dollars for 3 nights•
New

~$330 less than other sites

GD77: 77 Governor's Drive property photo 1

GD77: 77 Governor's Drive

4 bedrooms•3.5 baths
2,943 US dollars for 3 nights•
New

~$260 less than other sites

View all homes

Most popular amenities for large group vacation rentals in Kiawah Island

Outdoor pool (59)
Private chef (5)
Basketball court (48)
Jacuzzi (19)
Heated pool (15)
Ev charger (4)
Hot tub (19)
Ocean view (5)
Waterfront (16)
Beachfront (2)
Outdoor shower (15)
Beach access (32)
Bbq area (81)
Patio (49)
Balcony (44)
Pool table (6)

More popular large group destinations near Kiawah Island

Large group vacation rentals in Folly Beach
Large group vacation rentals in Charleston
Large group vacation rentals in Sullivan's Island
Large group vacation rentals in Mount Pleasant
Large group vacation rentals in Isle of Palms
Large group vacation rentals in Isle Of Palms
Large group vacation rentals in Hilton Head Island
Large group vacation rentals in Murrells Inlet

Other popular amenities & vacation types in Kiawah Island

Lakefront vacation rentals in Kiawah Island
Pet-friendly vacation rentals in Kiawah Island
Hot tub vacation rentals in Kiawah Island
Family vacation rentals in Kiawah Island
Private pool vacation rentals in Kiawah Island
Discover more large groups activities in Kiawah Island

Discover more large groups activities in Kiawah Island

Kiawah Island pairs wild beauty with a polished coastal lifestyle. Ten miles of wide Atlantic beach meet protected maritime forests, ribboning bike paths, and tidal creeks that glow at sunset. Mornings bring sea breezes and herons in the marsh, nights bring stargazing and the hush of the ocean.
World-famous golf, serene waterways, and softly winding roads set the tone for days that feel effortless. It is easy to gather here, to explore by bike or kayak, and to share unhurried moments under moss-draped oaks without the bustle of a typical resort strip.
All of this sits within a short drive of historic Charleston, yet feels blissfully removed. This is why Wander’s luxury vacation rentals in Kiawah Island are the perfect choice, whether you're traveling for work or leisure.

FAQs: Vacation Rentals in Kiawah Island

Why should I book a Wander in Kiawah Island over other large group vacation rentals?

Wander offers a level of consistency and quality you won’t find with most large group vacation rentals.
Every home in Kiawah Island delivers the quality of a luxury hotel, paired with the comfort and space of a private vacation home. You get hotel-grade amenities, meticulous cleaning, stunning views, and 24/7 concierge support in every stay. Why would you want to stay anywhere else?

Which are Wander’s most popular large group vacation rentals in Kiawah Island?

Some of our most popular large group vacation rentals in Kiawah Island include SM05: 5 Silver Moss, BERK37: 37 Berkshire Hall, and BHP18: 18 Blue Heron Pond Road. Guests love the quality of a luxury hotel, the comfort of a private vacation home, and the consistently exceptional experience Wander is known for. Explore the full collection to find the perfect home for your next stay.

How many different large group vacation rentals does Wander have available in Kiawah Island?

Wander offers 83 large group vacation rentals in Kiawah Island, each carefully designed and expertly operated. Browse the full collection to see what’s available for your trip.

What time is check-in and check-out at Wander’s large group vacation rentals in Kiawah Island?

You can check-in to Wander large group vacation rentals in Kiawah Island after 4.00pm and check-out before 10.00am.

Do Wander’s large group vacation rentals in Kiawah Island have WiFi access?

Yes. Every Wander home in Kiawah Island has ultra fast, reliable WiFi so you can stay connected throughout your stay.

What is Wander’s cancellation policy?

You can cancel your reservation within 24 hours of booking for a full refund.
For stays of less than 15 nights, you can cancel or reschedule up to 14 days before check-in for a full refund. For stays of 15 nights or longer, the cancellation window is 60 days.
For some homes, a 30-day deadline applies; this will be clearly shown before you book.