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Reservations
Select an Accommodation

This cottage has a minimum stay of 3 nights.

Cottage 555

Grand, light, and very coastal. Five-bedroom, five-bathroom Cottage 555 is the quintessential Sea Island beach getaway. Complementing the bright white space are stone tiles, warm wood beams, and accents of natural tones and textures, a nod to this beautiful home’s perfect oceanside location for up to 10 guests, literally steps from the sand and the beach tucked away at the end of East Thirty-Fifth Street. The main living area is a stunning use of shared space.  A bright, airy open kitchen with large center island opens to a comfortable living area on one side and a stunning outdoor terrace on the other. You’ll find a dining area adjacent to the kitchen, sharing a space with another living area with fireplace. But the showstopping centerpiece is the breathtaking sunroom that runs the length of the kitchen and living area, with sweeping views of the beach and the ocean from floor-to-ceiling windows. Wood-beamed ceiling, pool table, and a sitting area with fireplace make this a versatile place perfect for entertaining or unforgettable moments spent together. A guest bathroom, elevator, and a closed-off bedroom area with two bedrooms, each with its own full bath, complete this level. A stunning winding staircase takes you to the remaining three bedrooms upstairs, each with its own bathroom, and this level features an expansive shared terrace overlooking the beach and the ocean. Access to resort amenities at Sea Island is provided, with a dedicated team of cottage concierges available to book your dining and activities.  Daily housekeeping is available for an additional charge. No pets please, three-night minimum stay is required.

Accommodation Excise Tax Certificate #126890

  • 5 Bedrooms
  • 5 Bathrooms
  • More than 2 miles to resort
  • Private Home
  • Not Pet Friendly
  • Full Resort Access
  • Fully Equipped Kitchen
  • Washer and Dryer
  • Concierge Service
  • Oceanfront
Dining

Tavola

An authentic Italian experience with Southern charm, where delicious family-style meals are enjoyed around a lively table. Homemade ravioli, fresh seafood, salads, pizza fresh from the Mugnaini wood oven, a well-stocked bar with wines from all 20 Italian wine regions, and classic cocktails reinvented to reflect the country. From the river side of the Colonial Lounge in The Cloister, take a right down the corridor and Tavola is on your left.

Colt & Alison

Colt & Alison

Warm charming steakhouse serving the finest cuts. And with tableside crowd-pleasers like Caesar Salad and flaming Bananas Foster, it’s an interactive experience as well as a mouth-watering one.

Oak Room

Oak Room

Located in The Lodge, here you’ll find a broad range of southern favorites and signature dishes, imaginative cocktails and fine single-malt Scotch. The perfect place to unwind and take it all in.

Man getting a massage

The Spa at Sea Island

Our Forbes Five-Star spa features a water-inspired wellness journey complete with a variety of massage services, body treatments, and experiences including hydrotherapy, cold plunges, and hot pools. Also enjoy the services of our Salon with hair, makeup, manicures, and pedicures, as well as a Fitness Center with state-of-the-art weight and cardio equipment, studios, shop, and indoor lap pool. Take a left off the walkway that leads from The Cloister to the Beach Club.

Overhead view of plantation golf course

Plantation Golf Course

A historic course that was re-designed to bring back some traditional features and character. Along with the neighboring Seaside Course, it is the home of the PGA TOUR’s RSM Classic, a FedEx cup event hosted by Davis Love. Located at the Sea Island Golf Club on Retreat Avenue.

Retreat

Retreat Clubhouse

Home of the Retreat Golf Course, turn service dining for golfers, flexible events venues, and panoramic golf course views. Check our What’s Happening for special events such as dinner buffets, live music, and of course, our famous Easter Egg Hunt. Less than a 15-minute drive from The Cloister (down Sea Island Drive to Kings Way), five minutes from The Lodge (left off Retreat Ave to Kings Way).

Seaside Course

Seaside Golf Course

Enjoy the beauty and tradition of legendary Scottish Links. A beautiful ocean-side course with sweeping dunes mixed with native grasses and wildflowers. A challenging and fun course, where you’re often at the mercy of the wind. Located at the Sea Island Golf Club on Retreat Avenue.

Southern Tide Food

Southern Tide

Thanks to stunning al fresco dining, Southern Tide opens up to the most beautiful thing we have to offer—the ocean. It’s oceanfront dining and fresh seafood make it a Sea Island beloved favorite. Perfect for a family catch-up, romantic night out, or simply an incredible culinary experience. Go down the hall on your left as you enter the Beach Club, mid-way down on your right.

Pool

Beach Club

The heart of ​​fun in the sun at The Cloister, a short walk from the Main Building. Head out of the main entrance straight ahead and follow the lush path to discover three swimming pools, a waterslide, and splash pad. Poolside dining, our Snack Shack, Wonderland sweet shop, and delicious oceanfront seafood at Southern Tide. Home of two Sea Island shops, Sea Strike & Pub bowling alley, the Nature Center, Camp Cloister, bicycle rentals, and five miles of private beach along the Atlantic Ocean.

River Bar

River Bar

Fun and familiar, but served with with French flair or a Southern twist. Perfect for lunch, warm and friendly for dinner, ideal for drinks. Part of everyone’s visit to The Cloister. Make your way down the riverside hall of The Cloister.

Garden Residence

Beach Club Garden Residences

Rooms and suites with private pool, steps away from the Sea Island Beach Club and five miles of private beach.

Beach Club Ocean Suite

Beach Club Ocean Residences

Oceanfront rooms and suites, with private pool, just south of the Sea Island Beach Club.

The Lodge at Sea Island

Forbes Five-Star boutique hotel in a secluded private setting. The Lodge is welcoming, comfortable, and the hub of its own Sea Island world. With championship golf right next door. Make your way to the stunning Avenue of the Oaks, Retreat Avenue, on St Simons Island, off the roundabout at Frederica Road and Kings Way.

Outside shot of the main entrance of the Cloister

The Cloister at Sea Island

Comprising of rooms in the Main Building, The Cloister Wings, and Beach Club, The Cloister offers vibrant rooms and suites on the lush Georgian coast. Here you’re surrounded by activity, and close to wherever your day will take you.

Women working out

Fitness Center

Located at Sea Island’s Forbes Five-Star Spa, a short walk straight down the lush path from The Cloister main entrance (on your way to the Beach Club). Join us for a fitness class, personal training session, or a workout with state-of-the-art equipment in yoga, Pilates, strength, cycle, and cardio studios. Also features indoor heated lap pool, squash courts, steam and sauna, whirlpool, and cryotherapy.

Private Salt Marsh Nature and Dolphin Tour

Cottage Rentals Office

Along the ocean or with sweeping views of salt marshes and tidal creeks. With the ocean at your feet and groceries delivered to your door. Renting a cottage is a treasured tradition for Sea Island families.