Escape to Romance on Oak Island, NC. Located along the North Carolina coast, the Southport-Oak Island area offers a dreamy seaside escape, perfect for couples looking to relax and reconnect. Imagine waking up to ocean breezes, strolling hand-in-hand along quiet beaches, and enjoying breathtaking sunsets from your private deck.
Whether celebrating a special occasion or craving quality time together, our beautiful Oak Island, NC rentals provide the perfect intimate retreat. Book your Oak Island vacation rental today and start planning a romantic getaway filled with unforgettable moments!
Charming Southport Oak Island Cottages for Couples
Aunt Evelyn's
3 Bed | 3 Bath
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Lovely views of the Southport Marina and an unbeatable location in Coastal Living's 2015 Happiest Seaside Town in America await couples in this charming 3-bedroom, townhouse-style vacation rental. Enjoy a romantic stroll down the live oak-lined streets of this quaint fishing village, dine in one of its cozy downtown restaurants, or spend an afternoon watching ships pass while holding hands at the waterfront.
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Oak Island Beach Villa 606
2 Bed | 2 Bath
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This adorable second-level condominium offers many amenities, including a balcony perfect for romantic sunset views, which is accessible from the master bedroom. Set along the pristine shores of Caswell Beach, it's the ideal setting for evening walks along the beach.
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Ski Breeze
3 Bed | 2 Bath
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Let Ski Breeze whisk you to a calm, coastal state of mind. An unbeatable front-row seat to the waterway where you can dip your toes in the water or enjoy a relaxing night in the large backyard while your fur baby runs in the fenced backyard. You won't have to leave your furry family member home while you and your loved one spend your Oak Island vacation here.
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Romantic Southport - Oak Island Restaurants Offering Dine-In or Take Out
Bella Cucina | 5177 Southport Supply Road, Southport NC | (910) 454-4540
A family-owned Tuscan style Italian fine dining restaurant specializing in fresh seafood and family Italian recipes. For a more casual affair, they offer excellent hand-tossed NY pizza.
Island Way | 1407 E Beach Drive, Oak Island NC | (910) 278-7770
A relaxed, upscale environment with a casual ambiance overlooking the Atlantic Ocean offering fine steaks and fresh seafood dishes like Filet Neptune, Lobster Ravioli and Carolina Crab Cakes. Large windows line the back wall for a wonderful sunset dinner setting.
Joseph’s Italian Bistro | 5003 O’Quinn Boulevard, Southport NC | (910) 454-4440
There’s nothing more romantic than dining al fresco while watching the sunset over the Intracoastal Waterway. Joseph’s Italian Bistro delivers the view along with fine food and an excellent wine selection. Chef Joseph Borsuk incorporates the freshest ingredients in his delectable Italian cuisine.
Mr. P’s Bistro | 309 N Howe Street, Southport NC | (910) 457-0801
Located in the heart of the water tower district of downtown Southport, this local favorite offers cozy candlelit tables, specialty martinis and fresh seafood. Chef Steve Phipps specializes in low country cuisines with flavor profiles that include shrimp and grits, crab stuffed flounder and perfectly roasted prime rib.
Oliver’s on the Cape Fear | 101 W Bay Street, Southport NC | (910) 477-9299
Best described on the restaurant’s own website, “Oliver’s is where outstanding hospitality and service meet exquisite meals”. Locals couldn’t agree more! This fairly new establishment to the Southport area finds itself located in a historical building along the Cape Fear that dates back to the 1700s. With an upscale atmosphere, gorgeous bar area and an unbeatable view, Oliver’s is the perfect place for your romantic lunch or dinner, or just a great stop for the perfect night cap.
Castucci's | 4332 Long Beach Road SE, Southport NC | (910) 477-6755
Castucci's "an Italian Joint" is a new and welcomed addition to the local restaurant scene, located just off of the GV Barbee Bridge along the Long Beach Road strip. With an Italian chef and owner, diners will find heart and heritage in each and every dish. Seafood, baked dishes, veal and much more await you at this warm, friendly restaurant with a casual atmosphere. The restaurant is also well known for offering gluten free dishes and wonderful cocktails!
Tranquil Harbor Restaurant & Bar | 5908 E Oak Island Drive, Oak Island NC | (910) 250-1294
For those looking for an easy-to-reach location for an evening outing during your Oak Island vacation, Tranquil Harbor is a cozy restaurant offering both a bar and patio area. With locally sourced seafood, steaks and burgers (as well as other American fare), the chef is known to adjust dinner offerings per dietary needs and/or restrictions.
Plan the Perfect Romantic Getaway to Oak Island
Looking for the perfect destination to escape with your special someone? Southport and Oak Island offer a charming coastal retreat where romance meets relaxation. Enjoy intimate waterfront dining, sunset strolls along the beach, and endless opportunities to create unforgettable memories—whether you're celebrating new love, a lasting relationship, or simply reconnecting.
Make your getaway truly special with a stay in one of our Oak Island vacation rentals. Margaret Rudd & Associates, Inc., REALTORS® has the ideal beachfront retreat waiting for you. Book your romantic escape today!
