Featured Listings & Upcoming Island Events
Jenny Bernard
Jenny works with clients across Kiawah, Seabrook, and Johns Island, bringing a well-rounded perspective and a calm, responsive approach to every transaction. Whether assisting buyers or sellers, she is known for her thorough communication, attention to detail, and dedication to creating a seamless experience from start to finish.
Featured Island Listings
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What's Happening Around The Islands
One of the best parts of island life is everything happening beyond the beach. From farmers markets and fall festivals to live music, holiday traditions, Club events and gatherings at Freshfields Village, there’s always something on the calendar.
Saturdays · April 4 – November 21, 2026 · 8:00 AM – 2:00 PM
Charleston Farmers Market
Marion Square 329 Meeting Street, Charleston, SC
A beloved weekly tradition in historic Marion Square, bringing together Lowcountry farmers, artisans, chefs, and performers every Saturday from April through November.
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Wednesdays · 3:00 PM – 5:00 PM
Winedown Wednesday at Showroom
Showroom Kiawah Freshfields Village, Kiawah Island, SC
Join Showroom Kiawah every Wednesday from 3 to 5pm to unwind with a glass of wine.
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Thursday–Saturday, September 24–26, 2026
Men's Golf Fall Member Guest
Cassique / River Course Kiawah Island Club, Kiawah Island, SC
The Kiawah Island Club's annual fall Member-Guest golf tournament, played across the Cassique and River Course layouts.
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Sept 25 (4–6 PM) & Sept 26 (10 AM–5 PM)
Jenni Kayne at Aster, Wellbeing by Auberge
Aster, Wellbeing by Auberge — Front Porch 6000 Kiawah River Dr, Johns Island, SC
An exclusive trunk show with lifestyle brand Jenni Kayne, in partnership with The Dunlin Edit, on the resort's breezy Southern front porch.
View Event Details →Saturday, September 26, 2026 · 10:30 AM – 12:00 PM
Coastal Watercolors with Lia Burke Libaire
Riverfront Cabana The Dunlin, Auberge Collection, Johns Island, SC
An intimate painting workshop with Charleston artist Lia Burke Libaire, inspired by the Lowcountry — all materials provided, no experience needed, includes champagne for 21+.
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Saturday, September 26, 2026 · 7:00 PM – 9:00 PM
Corn Full Moon Kayak Tour
Kiawah Island Club Kiawah Island, SC
An evening paddle under the Corn Full Moon, taking in the tidal creeks and marshes of Kiawah as the moon rises.
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Sunday, September 27, 2026 · 6:30 PM – 8:30 PM
Member Oyster Roast
Mingo Point The Governor's Club, Kiawah Island, SC
Dine, dance, and roast s'mores on the fire pit along the banks of the Kiawah River, with roasted oysters, a stationed BBQ menu, and live music from Time Pirates. $90 per person, RSVP by Sept 23.
View Event Details →Thursday, October 1, 2026 · 5:00 PM
Member Mingle
Kiawah Island Club Kiawah Island, SC
A casual evening for Kiawah Island Club members to connect over drinks and conversation.
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Monday, October 5, 2026 · 6:00 PM – 9:00 PM
Oktoberfest
Kiawah Island Club Kiawah Island, SC
A festive evening of German beer, food, and music, celebrating the season Kiawah Island Club style.
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Friday, October 2 (2–6 PM) & Saturday, October 3 (9 AM–6 PM), 2026
Marfa Stance Trunk Show
The Dunlin 6000 Kiawah River Dr, Johns Island, SC
A curated trunk show featuring new fall styles from modular outerwear brand Marfa Stance.
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Wednesday, October 7, 2026 · 4:00 PM – 6:00 PM
Charcuterie Class with Bab's Boards
The Sandcastle on Kiawah Island Kiawah Island, SC
A hands-on class with Babs from Babs Boards, guiding tips, tricks, and styling for building a stunning charcuterie board to take home, with a tailgate-themed twist. $75/pp.
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Friday, October 2, 2026 · 5:00 PM – 9:00 PM
Duo Dinner at FortyEight Wine Bar & Kitchen
FortyEight Wine Bar & Kitchen Freshfields Village, Kiawah Island, SC
Two courses, your choice, for just $39 — a beverage or starter paired with an entree like shrimp scampi, pan-seared salmon, or petite filet mignon.
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Thursday, October 8, 2026 · 9:30 AM Shotgun Start
Men's Three Island Challenge — Round 1
Seabrook Island Club Ocean Winds Course
Round 1 of the Three Island Challenge, a friendly series between The Governor's Club, Seabrook Island, and Wild Dunes. $85 per player, includes golf and lunch.
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Friday, October 9, 2026 · 4:00 PM – 7:00 PM
Fall Art Walk
Freshfields Village 165 Village Green Ln, Kiawah Island, SC
Stroll the Village for live art demonstrations, local and visiting artists in participating shops, and live music.
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Saturday, October 10, 2026 · 3:00 PM – 6:00 PM
Lowcountry Smoke & Shuck
Freshfields Village Green 165 Village Green Ln, Kiawah Island, SC
A Garden & Gun event celebrating Lowcountry food traditions — oyster roast, whole hog roast, smoked chicken, and live country music from Lauren Hall. Free to attend.
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Thursday, October 15, 2026 · 9:00 AM
Ladies 18 Interclub
Seabrook Island Club Crooked Oaks Course
A friendly best-net round pairing ladies from the Kiawah Island Club and Seabrook Island Club, followed by lunch. $85 per person, includes golf, prizes, and lunch.
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Friday, October 16, 2026 · 4:00 PM – 7:00 PM
Fall Fiesta: Tacos, Tequila & Tunes
Freshfields Village 165 Village Green Ln, Kiawah Island, SC
Live music from the Will Thompson Band, bites from Papá Grande and Cantina 76, and featured cocktails from FortyEight Wine Bar & Kitchen.
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Saturday, October 17, 2026 · 7:00 PM – 9:00 PM
October Movie on the Green
Freshfields Village 165 Village Green Ln, Kiawah Island, SC
Outdoor screening of Coco (PG) on the Village Green. Complimentary — bring beach chairs and blankets.
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Saturday, October 17, 2026 · 9:00 AM – 2:00 PM
Fall Festival & Run Like the Devil 5K
Kiawah River 3883 Betsy Kerrison Parkway, Johns Island, SC
Charleston Collegiate School's free, family-friendly fall festival with a farmers market, games, live music, and food trucks, alongside the chip-timed Run Like the Devil 5K (10am) and Fun Run (12pm). Proceeds benefit the CCS Annual Fund.
View Event Details →Friday, October 17 – Sunday, October 19, 2026
Goats and Gourds
The Goatery at Kiawah River 3883 Betsy Kerrison Pkwy, Johns Island, SC
A beloved fall tradition — carve a pumpkin while curious goats wander beneath moss-draped oaks, then stock up on farm-fresh chèvre, feta, pimento cheese, and eggs.
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Wednesday, October 21, 2026 · 4:00 PM – 5:00 PM
Member Social
Osprey Point Clubhouse The Governor's Club, Kiawah Island, SC
Enjoy a glass of wine with fellow Governor's Club members and meet prospective members. Complimentary. RSVP by Sunday, October 18 — space fills quickly.
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Wednesday, October 21, 2026 · 9:30 AM Shotgun Start
Men's Three Island Challenge — Round 2
Wild Dunes
Round 2 of the Three Island Challenge, a friendly series between The Governor's Club, Seabrook Island, and Wild Dunes. $85 per player, includes golf and lunch.
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Thursday, October 22, 2026 · 5:00 PM – 9:00 PM
Kiawah Island Club Progressive Dinner
Kiawah Island Club Kiawah Island, SC
An evening moving course to course across the Club's venues, pairing each stop with its own setting and menu.
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Monday, October 26, 2026 · 6:00 PM – 8:00 PM
Hunters Full Moon Kayak Tour
Kiawah Island Club Kiawah Island, SC
A guided paddle under the Hunters Full Moon through Kiawah's tidal creeks and marshland.
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Saturday, October 24, 2026 · 2:00 PM – 4:30 PM
Society Social Mahjong Tournament with Nick Mele
Riverfront Cabana The Dunlin, Auberge Collection, Johns Island, SC
An afternoon of mahjong with Society Social founder Roxy Owens and photographer Nick Mele, featuring custom-designed game tables and coastal-inspired fabrics.
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Sunday, October 25, 2026 · Doors 7:00 PM · Show 7:30 PM
Boys in the Band — The Alabama Tribute
West Beach Conference Center 2 Shipwatch Rd, Kiawah Island, SC
A powerhouse tribute to country legends Alabama, hailing from the band's own hometown of Fort Payne, Alabama — note-for-note renditions of the hits.
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Sunday, November 1, 2026 · 1:00 PM – 4:00 PM
KICA Oyster Roast
The Sandcastle 1 Shipwatch Rd, Kiawah Island, SC
A lovely fall day of oysters, brisket, she-crab soup, drinks, and live bluegrass music from Yeehaw Junction. Members only, $85pp; tickets go on sale Fri, Oct 16.
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Friday, November 6, 2026 · 7:30 PM – 9:00 PM
The Ultimate Eagles Tribute — On the Border
West Beach Conference Center 2 Shipwatch Rd, Kiawah Island, SC
The premier Eagles tribute act, recreating the music, vocals, and feel of one of rock's greatest bands with 5-part harmonies and masterful guitar work.
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Saturday, November 7, 2026 · 11:00 AM – 5:00 PM
Harvest Festival
Johns Island County Park 2662 Mullet Hall Road, Johns Island, SC
Live bluegrass music, pumpkin decorating, hayrides, a crafters market, and Southern favorites like Carolina barbecue and kettle corn. $10 admission, free for 12 & under.
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Friday, November 13, 2026 · 4:00 PM – 6:45 PM
Pickleball Social
Roy Barth Tennis Center The Governor's Club, Kiawah Island, SC
Round robin play split into recreational (4-5pm) and competitive (5:15-6:45pm) sessions, with complimentary refreshments. All levels welcome.
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Friday, November 13, 2026 · 4:00 PM – 7:00 PM
Fall Artisan Market — Member Preview
The Sandcastle 1 Shipwatch Rd, Kiawah Island, SC
An exclusive KICA member preview of the Sandcastle's annual holiday shopping event, featuring local artists and makers — paintings, pottery, jewelry, and home decor. Beer and wine available for purchase; no RSVP needed.
View Event Details →Saturday, November 14, 2026 · 2:00 PM – 3:00 PM
The Art of Gift Wrapping with Dear Annabelle
Riverfront Cabana The Dunlin, Auberge Collection, Johns Island, SC
A gift-wrapping workshop and trunk show with luxury stationer Dear Annabelle and gift-wrap experts from The Paper Canopy, using heirloom-quality papers and ribbons.
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Saturday, November 14, 2026 · 10:00 AM – 3:00 PM
Fall Artisan Market — Open to the Public
The Sandcastle 1 Shipwatch Rd, Kiawah Island, SC
The final day of the Sandcastle's annual Artisan Market, open to the public — local paintings, pottery, jewelry, and home decor. Arrive early for the best selection.
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Saturday, November 15, 2026
Southern Living Lowcountry Tailgate
The Dunlin's River Barns Kiawah River, Johns Island, SC
Southern Living Editor-in-Chief Sid Evans and Trisha Yearwood host a celebration of food, music, and Lowcountry spirit under the live oaks, with culinary legends Sean Brock, Emeril Lagasse, John Lewis, and Rodney Scott.
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Wednesday, November 18, 2026 · 9:30 AM Shotgun Start
Men's Three Island Challenge — Round 3
Cougar Point The Governor's Club, Kiawah Island, SC
Round 3 of the Three Island Challenge, a friendly series between The Governor's Club, Seabrook Island, and Wild Dunes. $85 per player, includes golf and lunch.
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Thursday, November 19, 2026 · 6:00 PM – 8:00 PM
Team Trivia at The Sandcastle
The Sandcastle 1 Shipwatch Rd, Kiawah Island, SC
Friendly team trivia competition, $10/person cash, up to 8 per team. BYOB snacks and beverages. Register by calling 843-768-3875.
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Sunday–Thursday, November 22–26, 2026
What Are You Thankful For?
The Treehouse Amphitheater Kiawah Island Golf Resort
Grab a card, write what you're grateful for, and add it to the community wall of thanks strung through the park. Complimentary, no reservations required.
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Sunday–Thursday, November 22–26, 2026 · 10:00 AM – 10:00 PM
Turkey Scavenger Hunt
The Treehouse Activity Center Kiawah Island Golf Resort
Grab a clue sheet and follow the trail to find all the lost turkey friends for a special Thanksgiving prize. Complimentary, no reservations required.
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Sunday–Thursday, November 22–26, 2026 · 10:00 AM – 10:00 PM
Bowl a Turkey, Win a Pie
The Treehouse Activity Center Kiawah Island Golf Resort
Bowl three strikes in a row to earn an entry into the Thanksgiving pie raffle. Reservations required, call 843.768.6001.
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Monday, November 23, 2026 · 1:00 PM – 5:00 PM
Thanksgiving Farmers Market
Freshfields Village 165 Village Green Ln, Kiawah Island, SC
A special Thanksgiving-week market with local produce, prepared foods, and holiday crafts.
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Monday, November 23, 2026 · 4:30 PM – 5:30 PM
Family Game Night
Night Heron Park Pavilion Kiawah Island Golf Resort
A fun, friendly family competition of memory, agility, and team games for all ages. Complimentary; hot chocolate bar available for $5/cup.
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Monday, November 23, 2026 · 5:00 PM – 6:00 PM
Holiday Canvas Painting
The Treehouse Art Studio Kiawah Island Golf Resort
A relaxed, guided painting class for all ages and skill levels. $45/person; reservations required, call 843.768.6001.
View Event Details →Order by Fri, Nov 19 · Pickup Wed Nov 24 (9am–12pm) or Thu Nov 25 (10am–4pm)
Thanksgiving Pie
West Beach Conference Center Kiawah Island Golf Resort
Freshly baked pumpkin, pecan, and apple-crumble pies from the resort's pastry team, boxed and ready for pick-up.
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Tuesday, November 24, 2026 · 4:00 PM – 5:00 PM
Bingo Bonanza
The Treehouse Amphitheater Kiawah Island Golf Resort
Rounds of classic bingo plus music bingo. Complimentary, no reservations required.
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Tuesday, November 24, 2026 · 5:00 PM – 6:30 PM
Screen Printing
The Treehouse Art Studio Kiawah Island Golf Resort
Design your own screen-printed tote bag or t-shirt, learning stencil-making and printing technique along the way. $65/person; reservations required, call 843.768.6001.
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Tuesday, November 24, 2026 · 5:30 PM – 7:30 PM
Trivia at The Treehouse
The Treehouse Activity Center Kiawah Island Golf Resort
A friendly trivia competition with a chance to win a Kiawah gift card. Complimentary, no reservations required.
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Wednesday, November 25, 2026 · 9:00 AM – 1:00 PM
Thanksgiving Pies To-Go
Pick-Up at West Beach Conference Center The Governor's Club, Kiawah Island, SC
Traditional pumpkin, pecan, and apple crumble pies from the Villa Resort pastry team, specially boxed and ready to pick up. Orders due by Fri, Nov 20.
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Wednesday, November 25, 2026 · 5:00 PM – 6:00 PM
Holiday Candle Making
The Treehouse Art Studio Kiawah Island Golf Resort
Choose from a range of scents and customize your own candle with label makers, paint markers, and wax dye. $40/person, ages 5+; reservations required, call 843.768.6001.
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Thursday, November 26, 2026 (Thanksgiving Day) · 10:30 AM – 11:30 AM
Turkey Trot
Sanctuary Beach Access Kiawah Island Golf Resort
A one-mile walk/run or 5K on the beach for families, beginners, and competitive runners. Music at 10am, race at 10:30am, with a Thanksgiving pie raffle drawing at 11:15am. Complimentary.
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Thursday, November 26, 2026 · 1:00 PM – 4:00 PM
Thanksgiving Festival
Night Heron Park Kiawah Island Golf Resort
Fall fun with mini golf, live steel drum music, inflatables, glitter tattoos, face painting, and lawn games. Complimentary; trail mix, soda, and crafts available for purchase starting at 2pm.
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Thanksgiving Day · Seatings from 12:00 PM
The Sanctuary Thanksgiving Buffet
Grand Oaks Ballroom The Sanctuary at Kiawah Island
A lavish buffet with seafood displays, live chef stations, holiday meats, and live entertainment, plus a children's buffet in the adjacent Heron Room. $184 adults / $98 children 4-12; limited to Kiawah guests and residents.
View Event Details →Order by Fri, Nov 20 · Pickup Thu, Nov 26, 11:00 AM – 4:00 PM
Thanksgiving Dinner To Go
West Beach Conference Center Kiawah Island Golf Resort
Chef-prepared Thanksgiving dinner for carry-out, serving 8-10 with roasted turkey, traditional sides, and dessert, ready hot to serve.
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Friday, November 27, 2026 · Seatings 4:00–6:00 PM & 6:15–8:15 PM
Thanksgiving Oyster Roast & BBQ
Mingo Point Kiawah Island Golf Resort
The resort's longest-running tradition — fresh oysters roasted over an open fire alongside ribs, pulled pork, smoked chicken, and Lowcountry Boil, with live music on the riverbank. $65 adults / $32 ages 4–12.
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Friday, November 27, 2026 · 12:00 PM – 4:00 PM
Christmas Spectacular Festival
Night Heron Park Kiawah Island Golf Resort
Live Christmas music, face painting, holiday farm snuggles, a photo booth, Santa's sleigh with elves, inflatables, crafts, and letters to Santa. Complimentary; hot cocoa and a build-your-own-snowman snack available for purchase starting at 1pm.
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Friday, November 27, 2026 · 2:30 PM – 4:00 PM
Holiday Farm Snuggles
Night Heron Park Kiawah Island Golf Resort
Crosswind Farm returns with a horse, a camel, goats, bunnies, and a llama for a merry holiday petting display. Complimentary; call 843.768.6001 for details. Animals subject to change.
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Friday, November 27, 2026
The Sanctuary Tree Lighting
The Sanctuary Kiawah Island Golf Resort
A magical tree lighting with complimentary cookies and cocoa while supplies last, plus live Christmas carol sing-alongs.
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Friday, November 27, 2026
Santa's Arrival at The Sanctuary
The Sanctuary Kiawah Island Golf Resort
A festive celebration as Santa makes his special entrance at The Sanctuary, creating memories for guests of all ages.
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November 27–29, 2026 · 10:00 AM – 5:00 PM
Santa Visits the Village
Freshfields Village Green 165 Village Green Ln, Kiawah Island, SC
Complimentary photos with Santa, plus a holiday market, live music, and crafts on the Village Green all weekend.
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Saturday, November 28, 2026 · 10:00 AM – 5:00 PM
Holiday Market
Freshfields Village 165 Village Green Ln, Kiawah Island, SC
Local holiday food products and Lowcountry crafts — the perfect stop for gifts.
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Saturday, November 28, 2026 · 11:30 AM – 12:30 PM
Outdoor Barre Workout at Andell Inn
The Andell Inn Freshfields Village, Kiawah Island, SC
A full-body strengthening and toning workout with ocean breezes, held the last Saturday of every month. Bring a mat and light weights if you have them.
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Wed–Thu, December 2–3, 2026 · 9:00 AM Start
Women's Governor's Club Golf Workshop
Turtle Point Golf Course The Governor's Club, Kiawah Island, SC
A two-day workshop for members of all skill levels — morning instruction, playing lessons at Turtle Point, and a wine tasting dinner at Jasmine Porch. $1,000 per person.
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Thursday, December 3, 2026 · 5:00 PM – 7:00 PM
Tree Lighting
The Sandcastle 1 Shipwatch Rd, Kiawah Island, SC
KICA provides savories, beer, and wine, while island bakers and candy makers bring the sweets. Members only, RSVP required; tickets go on sale Fri, Nov 13.
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Friday, December 11, 2026 · 3:00 PM Race Start
Jingle Shells 5K and 1 Mile Fun Run
Night Heron Park Kiawah Island Golf Resort
A festive beach run with holiday cheer, music, playful elves, snow flurries, and Santa cheering at the finish line. All runners get a bib, medal, and souvenir; the 5K is chip-timed, the 1-mile is untimed. A complimentary Sanctuary Grand Lawn celebration with story time, carols, games, and Santa photos precedes the race. Registration required; course closes at 4pm.
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Saturday, December 12, 2026 · 8:00 AM
The Kiawah Island Marathon
West Beach Conference Center Kiawah Island Golf Resort
The 48th Annual Kiawah Island Marathon and Half Marathon — 26.2 or 13.1 miles through maritime forests, marshes, and grand homes, starting and finishing in West Beach Village. USATF-certified and a Boston Marathon qualifier.
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Thursday, December 24, 2026 · 10:00 AM – 10:00 PM
Reindeer Scavenger Hunt
The Treehouse Activity Center Kiawah Island Golf Resort
Santa's reindeer have gone missing! Grab a clue sheet and search the park to find Dasher, Dancer, Comet, Cupid, and friends for a special Christmas prize. Complimentary, no reservations required.
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Tuesday, December 15, 2026 · 5:30 PM – 10:00 PM
The Moranz Christmas Special at Charleston Music Hall
Charleston Music Hall 37 John St, Charleston, SC
A Kiawah Arts Council event — experience Moranz Entertainment's Charleston Christmas Special in plush seats with optimal views, at the storied Charleston Music Hall downtown.
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