PROACTIVE Vacations Oak Island

PROACTIVE Vacations Oak Island PROACTIVE Vacations is your gateway to stress-free vacations in and around Oak Island, North Carolina! Let us help turn your getaway dreams into reality.

We manage vacation rental properties with a PROACTIVE touch.

🌊 What's Happening Along the Coast This Week?From live music and local favorites to family-friendly events and seasonal ...
06/05/2026

🌊 What's Happening Along the Coast This Week?

From live music and local favorites to family-friendly events and seasonal celebrations, there's plenty to enjoy during your Coastal NC getaway.

We've highlighted just a few upcoming events below 👇

Want to see what else is happening during your stay or plan ahead for future dates? Check out our full event calendar for even more events and details.

📅 View the full calendar:
https://ow.ly/Ci6g50Z7ML5

🌊 Wings & Waves | Flexible Summer GetawaysSkip the full-week commitment! "Wings & Waves" is now offering 3-night stays, ...
06/03/2026

🌊 Wings & Waves | Flexible Summer Getaways

Skip the full-week commitment! "Wings & Waves" is now offering 3-night stays, making it easier than ever to plan your Oak Island escape.

This newly added 4 bedroom, 3 bathroom coastal retreat features two king suites, stylish coastal design, and plenty of space for families and groups to relax after a day at the beach. Located close to beach access, restaurants, and local attractions, it's the perfect home base for your next getaway.

Planning a longer stay? The first 6 week-long bookings between Memorial Day and Labor Day will receive a FREE golf cart. Simply use promo code [GOLF CART] at checkout.

📍 104 NE 36th St, Oak Island
https://ow.ly/lCyp50Z7hkY

✨ NEW TO PROACTIVE VACATIONS | MarshmellowCoastal charm. Beautifully renovated. Walk to the beach. Relaxed Oak Island li...
05/29/2026

✨ NEW TO PROACTIVE VACATIONS | Marshmellow

Coastal charm. Beautifully renovated. Walk to the beach. Relaxed Oak Island living.

Spend your mornings with coffee on the deck, your afternoons exploring the shoreline or nearby fishing pier, and your evenings unwinding in breezy outdoor spaces made for gathering. Inside, this bright 3 bedroom retreat blends modern comfort with laid-back coastal style for the perfect island escape.

Easygoing beach days start here.

📍 1620 E Pelican Dr
https://ow.ly/Iiec50Z5CnI

On Memorial Day, we remember and honor those who gave everything in service to our nation. Their bravery, sacrifice, and...
05/25/2026

On Memorial Day, we remember and honor those who gave everything in service to our nation. Their bravery, sacrifice, and dedication continue to inspire generations.

✨ The wait is over… ✨The first 6 bookings between May 25 and September 7 at Wings & Waves will receive a complimentary 6...
05/19/2026

✨ The wait is over… ✨

The first 6 bookings between May 25 and September 7 at Wings & Waves will receive a complimentary 6-seat golf cart to cruise Oak Island during their stay — completely free. 🌴🚗

From beach days to sunset ice cream runs, exploring the island just got even better.

Luxury coastal design, bright gathering spaces, and laid-back living — now with your ride included.

Book now and add [GOLF CART] at checkout to reserve your spot and your sweet ride.

First 6 bookings · May 25–Sept 7

📍 104 NE 36th St
https://www.proactivevacations.com/vacation-rental/Wings-Waves-104-NE-36th-St-Oak-Island/?beds=

From family vacations to quiet moments, moms make it all unforgettable. 💖 Happy Mother’s Day from all of us to you!
05/10/2026

From family vacations to quiet moments, moms make it all unforgettable. 💖 Happy Mother’s Day from all of us to you!

✨ NEW TO PROACTIVE VACATIONS | Wings & WavesBrand new to the rental market. Luxury coastal design. Minutes from the beac...
05/08/2026

✨ NEW TO PROACTIVE VACATIONS | Wings & Waves

Brand new to the rental market. Luxury coastal design. Minutes from the beach. Special surprise offer for the first 6 reservations coming soon.

Spend your days exploring Oak Island, relaxing by the shore, and coming home to bright, elevated spaces designed for gathering and unwinding. With two king suites, a fun bunk room, and breezy outdoor living underneath the home, Wings & Waves is the perfect blend of comfort, style, and laid-back coastal living.

Stay tuned for details on the exclusive offer for the first 6 reservations between May 25 and September 7.

📍 104 NE 36th St
https://ow.ly/Z0ku50YWJ27

🌊 May Events | Coastal NCHere now or planning ahead? There’s plenty happening along the coast this month—from local even...
05/01/2026

🌊 May Events | Coastal NC

Here now or planning ahead? There’s plenty happening along the coast this month—from local events to live music and more.

Here are just a few highlights to get you started 👇
For even more happening during your stay, check out our full event calendar!

📅 View the full calendar:
https://ow.ly/yzqU50YTyTL

✨ NEW TO PROACTIVE VACATIONS | SerendipityWalk to the beach. Pet-friendly. Ocean view deck. Bonus bunk room hangout.Star...
04/27/2026

✨ NEW TO PROACTIVE VACATIONS | Serendipity

Walk to the beach. Pet-friendly. Ocean view deck. Bonus bunk room hangout.

Start your mornings with a short stroll to the sand, spend your days in the sun, and unwind with salty breezes from the deck or around the backyard fire pit. Inside, this 3 bedroom retreat offers flexible space for everyone, including a top-floor bunk room perfect for kids or teens.

Easy beach living, just the way it should be.

📍 1621 E Pelican Dr
https://ow.ly/rxaH50YQzSw

Days at the Docks returns to Holden Beach this weekend 🌊Join the community for a full weekend of live music, local vendo...
04/24/2026

Days at the Docks returns to Holden Beach this weekend 🌊

Join the community for a full weekend of live music, local vendors, great food, and family friendly fun along the coast.

📍 Jordan Blvd, Holden Beach
• Saturday, April 25 | 9:00 AM – 6:00 PM + Street Dance 6:00 PM – 9:00 PM
• Sunday, April 26 | 8:00 AM – 3:00 PM

We will be there with a booth and would love for you to stop by and say hello while you enjoy the event.

Sea you there 🌊

Address

5515 E Oak Island Drive
Oak Island, NC
28465

Opening Hours

Monday 8am - 5pm
Tuesday 8am - 5pm
Wednesday 8am - 5pm
Thursday 8am - 5pm
Friday 8am - 5pm
Saturday 8am - 4pm

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