Search Stay Holy City

Search properties, Charleston areas, activities, amenities, and travel guides.

Vacation Rentals · Charleston, SC

Vacation Rentals Sullivan's Island SC

Vacation Rentals Sullivan's Island SC help travelers compare location, access, and trip style before choosing a home base. Sullivan's Island is the Charleston coast at its most serene — no hotels, no high-rises, just wide quiet sand, a lighthouse, and one perfect strip of restaurants.

The Collection

Vacation Rentals in Sullivan's

Inventory opening soon

No matching Sullivan's Island homes are listed yet

We only show homes that match this location and feature combination; unrelated listings are never substituted. Join the guest list and we'll send the first matching property as soon as its calendar opens.

Join the Guest List

Sullivan's Island vacation rentals offer the area's most exclusive beach experience: a residential island where mornings mean empty sand walks past Fort Moultrie, and evenings gather around Middle Street's beloved kitchens. Fifteen minutes from downtown Charleston, Sullivan's suits travelers who want their coast quiet, their views uninterrupted, and their pace unhurried.

The island's low-rise charm is protected by design — accommodations are limited, which makes a Sullivan's stay genuinely special. Kiteboarders work the breeze off Station 28, families spread out on the wide flats at low tide, and everyone ends up at sunset watching container ships glide past the lighthouse toward the harbor. Join the guest list for first word when a Sullivan's calendar opens.

Worth planning around

What to Do in Sullivan's Island

◆

Middle Street

The island's storied restaurant row

◆

Fort Moultrie

Revolutionary history on the point

◆

Sullivan's Lighthouse

The coast's modernist icon

◆

Station 28

Wide flats and steady kiteboarding breeze

Explore Sullivan's Island from your front door

Restaurants, Bars & Things to Do in Sullivan's Island

Around Sullivan's Island

The Obstinate Daughter

Wood-fired coastal Italian upstairs

~0.29 mi · 7 min walkGet Directions

Poe's Tavern

Burgers and beers under Poe memorabilia

~0.31 mi · 8 min walkGet Directions

Sullivan's Island Lighthouse

The harbor's modernist sentinel

~0.53 mi · 13 min walkGet Directions

Fort Moultrie

Revolutionary War harbor defenses

~1.2 mi · 10 min driveGet Directions

Fort Moultrie Junior Ranger Stop

Harbor history, cannons, and a family Junior Ranger program

~1.2 mi · 10 min driveGet Directions

Sullivan's Island Dog Beach Hours

Permit and seasonal leash rules apply; verify before visiting

~0.19 mi · 5 min walkGet Directions

Station 22 Beach

Quiet sand with Ravenel Bridge views

~0.19 mi · 5 min walkGet Directions

Home Team BBQ

Pulled pork and frozen drinks on the island

~0.26 mi · 6 min walkGet Directions

Dunleavy's Pub

Cozy Irish pub under the oaks

~0.29 mi · 7 min walkGet Directions

Café Medley

Quiet morning espresso with ocean breeze

~0.23 mi · 6 min walkGet Directions

Middle Street

The island's compact restaurant row and most walkable dining base

~0.29 mi · 7 min walkGet Directions

Fort Moultrie End

Historic western end with broad beaches and harbor views

~1.2 mi · 10 min driveGet Directions

Upper Station Streets

Quiet residential blocks toward Isle of Palms

~0.78 mi · 19 min walkGet Directions

Frequently Asked Questions about Sullivan's Island

What guests ask before booking a stay in Sullivan's Island.

The Stay Holy City Regional Guide

The Stay Holy City Guide to Sullivan's Island

The quiet island

Sullivan's Island is Charleston's best-kept secret hiding in plain sight — a two-mile residential barrier island between the harbor mouth and Isle of Palms, with no hotels, no high-rises, and a single commercial block that closes by 9 p.m. The beach is wide and uncrowded, the streets are canopied by live oaks, and the loudest sound most afternoons is a screen door closing. Edgar Allan Poe was stationed here; the island's literary ghost lingers in the pub that bears his name.

Families love Sullivan's for its gentle waves and the absence of boardwalk chaos. Couples love it for the same reason — plus the fact that The Obstinate Daughter's wood-fired pizzas and natural wines rival anything downtown, without the wait.

History and nature

Fort Moultrie tells the harbor's defense story from the palmetto-log fort that repelled the British in 1776 through the concrete bunkers of WWII — a surprisingly compelling walk-through for all ages. The Sullivan's Island Lighthouse, a modernist triangle built in 1962, is the harbor's most distinctive silhouette and marks the spot where an estimated 40% of enslaved Africans first entered North America.

The beach itself stretches uninterrupted from Breach Inlet to Fort Moultrie — walk it at low tide and you'll have long stretches entirely to yourself, with the Ravenel Bridge framing the western view.

Staying here

Our Sullivan's Island homes are tucked among the live oaks on the island's residential streets — a five-minute walk to the sand, a twenty-minute drive to downtown. Filter by beach front or family-friendly, or join the guest list for first access when calendars open.

Reserve · Sullivan's Island

Book a Charleston, SC Vacation Rental

Join the guest list, tell us what you're dreaming of, and we'll match you to the right home the moment doors open.

Join the Guest List