11 vacation homes  

$450-800/night

Heritage Pond Hideaway

3 Bedrooms • 3 Baths (2 full, 1 half) • Sleeps 1-8
Internet Fireplace Waterfront Private Pool
This spectacular vacation home is located in the heart of the Sea Pines on Cannon Row. You will be near everything Sea Pines has to offer including the island's best beaches. Don't miss your chance to stay in this beautifully appointed 3 bedroom, 2 & 1/2 bath home, with over 2,600 square feet of living space, and your own private pool, all in the popular Heritage Woods and Baynard Cove area. Conveniently located near one of the bike paths that covers the entire Sea Pines. Bike to the lighthouse at Harbour Town or the Salty Dog Cafe at South Beach - both only 10 minutes by bike.

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$750-1,200/night

Serenity Now

5 Bedrooms • 6 Baths • Sleeps 7-12
Internet Fireplace Near Ocean Private Pool
Brand new gorgeous luxury beach house close to everything in Sea Pines! This new, 5 bedroom, 5 ½ bath, home is a perfect fit for extended families, or as a multi-family vacation residence. Experience absolute luxury and convenience in this gorgeous professionally decorated coastal beach home. As a guest at Serenity Now you are just minutes to the beach. Less than 8 minutes by bike, or take a 10-15 minute stroll while taking in the natural beauty of Sea Pines with its magnificent oak trees complete with Spanish moss and bird wildlife. You'll be centrally located in Sea Pines with quick and easy access to the Sea Pines Beach Club, Sea Pines Golf Club, the beach, Lawton Stables at Heritage Farms, the Salty Dog at South Beach, the Sea Pines Forest Preserve and of course, the Lighthouse at Harbour Town.

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$700-1,100/night

Heron Island Time

4 Bedrooms • 5 Baths (4 full, 1 half) • Sleeps 11
Internet Beach Private Pool
Heron Island Time is a spectacular home that was completely updated in early 2016. It provides the warmth and comfort of a spectacular beach home while affording the amenities you'd expect in an executive resort home! Enjoy the same luxury experience PGA pro golfers experience when they stay here for the Heritage Golf Classic!

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$800-1,400/night

Ocean Sunrise

5 Bedrooms • 5 Baths • Sleeps 12
Internet Near Ocean Private Pool
Third house from the ocean and one street from the Sea Pines Beach Club! This classic 5 bedroom, 5 bath home is a perfect fit for extended families, or as a multi-family vacation destination. Experience the luxury and convenience this fantastic 3rd row beach home has to offer. As a guest at Ocean Sunrise you are literally just steps to the beach, which can be conveniently accessed using the beach path right behind the house. Also, you are steps away from The Sea Pines Beach Club as Red Cardinal Rd. is the next street from the Beach Club. Walk to the Beach Club and take in the wonderful Ocean Lounge bar, or enjoy dinner at Coast, and then walk home in under 5 minutes. And for your golf enthusiasts the Sea Pines Golf Club is just across the street from the Beach Club! The SPGC is home to the world famous Atlantic Dunes and Heron Point golf courses. This location truly has it all!

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$550-1,100/night

Coastal Memories

4 Bedrooms • 4 Baths (3 full, 1 half) • Sleeps 12
Internet Fireplace Near Ocean Private Pool
This spectacular vacation home is located in the heart of Sea Pines on Deer Run Lane. You will be near everything Sea Pines has to offer, including the island's best beaches. Don't miss your chance to stay in this beautifully appointed 4 bedroom, 3 & 1/2 bath home, with just under 2,300 square feet of living space, and your own private pool, all in the popular Heritage Woods and Baynard Cove area. Conveniently located near one of the bike paths that covers the entire Sea Pines. Bike to the lighthouse at Harbour Town or the Salty Dog Cafe at South Beach - both only 10 minutes by bike.

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$167-575/night

Salty by Nature

3 Bedrooms • 3 Baths • Sleeps 1-8
Internet Near Ocean Private Pool
Salty by Nature has so much to offer a large family, or two families vacationing together. This large home is an easy 5 minute walk to the beach, or less by bike. Centrally located in the Baynard Cove/Heritage Pond neighborhood in Sea Pines, you are just 10 minutes by bike to South Beach, home of the Salty Dog, or the Lighthouse & Quarterdeck in Harbour Town. The backyard is very private and has a great pool & spa tub.

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$500-900/night

Palm Breeze

4 Bedrooms • 3 Baths • Sleeps 10
Internet Near Ocean Private Pool Hot Tub

"Palm Breeze" is your home away from home! Purchased in February 2025, a complete interior makeover has transformed this home into a "must stay" destination! Starting with a new coastal paint theme, all new furniture pieces completely throughout the house, all new lighting, and much, much more.

This home offers loads of personal touches not found in most vacations homes, including beach towels, pool floats, beach chairs, games, books and four adult bikes! This beautiful, airy, and open home is the perfect setting for a relaxing family getaway and where family memories will be made.

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$160-800/night

Sea la Vie

3 Bedrooms • 3 Baths (2 full, 1 half) • Sleeps 1-6
Internet Fireplace Beach Private Pool
This spectacular vacation home is located in the heart of the Sea Pines on Wagon Road. You will be near everything Sea Pines has to offer including the island's best beaches. Don't miss your chance to stay in this (2nd to 12th row) beautifully appointed 3 bedroom, 2 & 1/2 bath home, with over 2,500 square feet of living space, and your own private pool, all in the popular Heritage Woods and Baynard Cove area. Conveniently located near one of the bike paths that covers the entire Sea Pines. Bike to the lighthouse at Harbour Town or the Salty Dog Cafe at South Beach - both only 10 minutes by bike. Feel free to use our 6 beach chairs and 2 umbrellas. And our Guests have access to park in the garage.

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$400-700/night

The HideAway

3 Bedrooms • 2 Baths • Sleeps 8
Allows pets Internet Fireplace Near Ocean Private Pool
The "Hideaway" is your home away from home! Recently renovated inside & out with fresh paint & landscaping, new King & Queen mattresses, luxury linens, new electronic fireplace that all guests can use, new furnishings and lighting, PLUS a fully stocked kitchen & game closet. This centrally located Beach cottage has everything you need to enjoy your Sea Pines vacation! With soaring ceilings that bring in loads of natural light, you will feel rested and refreshed after your visit to the "Hideaway". Tucked at the end of a quiet cul-de-sac, the setting feels both tropical and private, yet close to everything Sea Pines has to offer!

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$150-800/night

Vitamin Sea

4 Bedrooms • 3 Baths • Sleeps 6-9
Allows pets Internet Near Ocean Private Pool
This home features an open floor plan from the kitchen to the living area, great for entertaining and maximizing your vacation time with friends and family. The living room features a 50" LCD HDTV with Roku. It's a great area to gather for watching movies or playing games with the family. When it's time to say goodnight, the 2 "master" bedrooms both feature a private baths. The back deck and pool area were recently updated and make for a great entertainment area. And the kids will love the basketball goal that's poolside!

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$200-500/night

Lighthouse Landing

2 Bedrooms • 2 Baths • Sleeps 1-6
Internet Water View
Don't miss your opportunity to stay in a well loved and maintained villa that caters to couples getaways, guys and gals golfing/tennis getaways, as well as good old family vacations. Charming 2 bedroom, 2 bath villa is located in the heart of Harbour Town!

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