Pack your bags and escape to Kiawah Island, where each month brings new opportunities to create once-in-a-lifetime memories! No matter the month, Kiawah Island offers diverse array of activities. Whether you’re seeking a romantic retreat, a family adventure, or a peaceful getaway, this monthly vacation guide ensures that you’ll find the perfect experience while visiting our little slice of paradise.
Whether you’re a sports enthusiast, a foodie, or someone who simply appreciates the beauty of coastal living, Kiawah Island’s diverse events, activities, dining options, and places to stay cater to every interest. Read on to learn more about our monthly picks for Kiawah Island.
KIAWAH ISLAND MONTHLY VACATION GUIDE
EVENTS & ACTIVITIES
1. Romeo & Juliet – Visit the Kiawah Island West Beach Conference Center on February 14th for a stunning production of Shakespeare’s tragic tale, with choreography by William Starrett.
2. Art Walk – Join Freshfields Village on February 14th from 4-7pm for the annual Art Walk! Watch live art demonstrations, view works from local and visiting artists in participating retail shops, and enjoy live music as your stroll.
3. Sunset Stroll – Head down to the beach for a romantic sunset stroll to celebrate Valentine’s Day on your favorite island! Collect shells, have a picnic in the sand, or just sit back and relax with a stunning sunset.
DINING GUIDE
1. Wine Tasting – Stop by Kiawah Wines in Freshfields every Friday & Saturday from 1-5 pm for delicious tastings! Pick up your favorite bottle and head home to your Kiawah Exclusives vacation rental for dinner and a glass of wine.
2. Justin Winery Dinner – Head to FortyEight on February 20th for a four-course dinner with Justin Vineyard and Winery Wines. Enjoy your dinner while learning about what’s in your glass!
3. Jazz Night – Visit Porch Bar at Andell Inn every second and fourth Thursday of the month from 6-8 pm for a Jazz Night featuring a local group.
FEAtured Properties
1. 119 Surfscoter Lane – Save 20% on your stay with promo code NY2025! Book by February 3rd to enjoy this four bedroom private home with a screened porch, open floor plan, and close proximity to the beach just a quick walk away!
2. 4270 Mariners Watch – This one bedroom villa is a perfect romantic retreat boasting lagoon views, a screened porch, and a short walk to the beach! Book by February 3rd to get 20% off your stay with promo code NY2025 at checkout.
3. 4906 Turtle Point – Get 20% off your stay at this pet-friendly, two bedroom villa with code NY2025 by February 3rd. Enjoy high-end interiors, a private deck, and close beach access! (Pictured)
View our 2025 New Year Sale to save 20% on your 2025 vacation with Kiawah Exclusives when you book 4+ nights! Use code NY2025 on participating properties by 2/3/25 to save. *exclusions apply
FIND YOUR NEXT ESCAPE ON KIAWAH ISLAND
Whether you’re interested in community events or activities, golfing or fine dining, you’ll find a luxury escape with Kiawah Exclusives.
We pride ourselves on offering an exclusive collection of the best rentals on Kiawah Island including coastal cottages, vacation villas, and private pool homes in West Beach Village, East Beach Village, and through the second gates in the seclusion of Vanderhorst Plantation.
Our team has been locally operated for 44 years! We know the unique characteristics of each home in our hand-picked portfolio right down to views for the perfect painting, and the local Lowcountry artwork and crafts within the home. Browse and book online or call our team today at (843) 768-0273 to help you plan your vacation to Kiawah Island.
