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Oak Island, NC Vacation Rentals

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1161 rentals found
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New to PROACTIVE Vacations! Join us in welcoming, Oak & Olive - this comfortable 2 bed, 2 bath bungalow sleeps 6 and is just a walk away from the beach and pier. Welcoming up to three dogs per reservation, it's your family's ideal Oak Island...

  • Oak Island
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Waterfront with Ocean Views, Private Pie...

Thank you for viewing our property! The search for the ideal, bespoke-style Oak Island beach home is over—you’ve found the Hidden Oasis! What makes it so special? There are impressive ocean, canal, and wild-life pond vistas, a 266-foot private...

  • Oak Island
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 16
Karen K II / 102 E Beach Drive - Coastal...

BE THE FIRST to stay in this brand new bespoke constructed 2022 second row home designed for upmost comfort and relaxation with impressive ocean vistas!!  This home is Dog Friendly and its prime beach location offers simple on and off access to the...

  • Oak Island
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 12
BEAUTIFUL!-Heated Saltwater Pool!-OCEAN ...

Appreciate impressive vistas from our BEAUTIFUL 2nd row home with inground heated saltwater swimming pool ($50 per day to heat pool)and NEW interior elevator. Our property is located less than a mile from Middleton Avenue and offers direct beach...

  • Oak Island
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 12
Two Decks, Wheelchair Accessible, Large ...

Welcome to Sail Away! A short 3 min. walk will have your toes in the sand at the public beach access. Welcome to Sail Away! This freshly remodeled, handicap friendly three-bedroom, two and-a-half-bath vacation escape is just a short walk from the...

  • Oak Island
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Original 1945 Cottage on 6 Very Private ...

Summary:Feel a home of enduring warmth and beauty. Constructed in 1945, on the highest hill for miles around, knotty pine walls and oak floors glow with eight decades of family fun. Screened porch facing the ocean awaits you; private boardwalk...

  • Oak Island
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 12
Relaxed Luxury Steps to the Beach, Relax...

Presenting: The Cottage at Oak Island. Recently constructed (2025) and thoughtfully designed for comfort and ease, this cavernous, elegantly decorated beach home accommodates up to 12 guests. It features two master suites with king beds and ensuite...

  • Oak Island
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 12
Stairway to Haven: Home in Yaupon Beach ...

4 Bedrooms | 5 Bathrooms | 1 Half Bathroom1 King | 2 Queen | 2 Twin-over-double Bunk Beds Stairway to Haven is a handsome location for your next family escape. This home is gorgeously decorated with stained glass windows, artwork and coastal...

  • Oak Island
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
Wait 'N' Sea: Beautiful Ocean View Home ...

6 Bedrooms | 6 Full Bathrooms | 1 Half Bathroom3 Kings | 1 Queen | 2 Twins | 2 Twin-over-twin Bunk Beds | 2 Queen Couch BedsEight flat screen Intelligent TV's and high speed wireless internet access. With a professionally decorated interior, reverse...

  • Oak Island
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 18
Sea Trees House - beach and retreat in o...

Let’s get your summer hideaway booked! This well-maintained home offers comfortable gathering spaces-for coffee or grilling on the screened porch, outside dining, or gathering at the fire pit. Unwind on the front porch swing and appreciate the...

  • Oak Island
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
Pets Welcome! Book now for 2026-3 BR 2 B...

Savor our new home in handsome, family friendly Oak Island! Ideal for 1-2 families, a friends hideaway or family reunion at the beach! Just a short 15 min. walk puts your toes in the sand This home comes with towels, linens, a kitchen full of...

  • Oak Island
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
A Little R&R: Corner Lot Home with Easy ...

7 Bedrooms | 3 Full Bathrooms | 1 Half Bathrooms2 Kings | 3 Queens | 2 Doubles | 4 TwinsAppreciate great vistas of the ocean from the sitting room and marsh vistas from the wraparound covered porch. The home is located on a corner lot with a direct...

  • Oak Island
  • 7 Bedrooms
  • 3 Bathrooms
  • Sleeps 18
Oceanfront/4 bedroom/3 bath/sleeps 10/br...

"Clean, Fresh, Simple", this gorgeous home is just steps from the beach. Take in the handsome vistas from the first floor living area (furnished with a queen sleep couch) and dining area with seating for 12. Savor the attractively designed kitchen...

  • Oak Island
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
O'Hare's Oasis / 103 SW 29th Street - Co...

We've got a pool! 4BR/4BA - BR1:1Q, BR2:1K, BR3:1Q. BR4: 2 Bunk sets (4T) - Savor swimming in your private pool at this impressive bespoke home. A charmingly decorated home offering a cavernous, open living, dining and kitchen area, and 2 sizable...

  • Oak Island
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 10
Daze Off: Spacious Home in Walking Dista...

5 Bedrooms | 3 Full Bathrooms 2 Kings | 1 Queen | 2 Doubles | 2 TwinsThe next time you have some Daze Off, we know you'll want to spend them at this handsome third row beach home located on Oak Island's West End! Porches and stairs painted in...

  • Oak Island
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 12
< 1 Mi to Beach: Home w/ Pool in Oak Isl...

Serene Surroundings | Dine Al Fresco | Outdoor Entertainment Space | 2 En-Suite BathroomsDiscover your dream hideaway at this family-friendly Oak Island getaway! Ideal for family fun or relaxation, this striking 4-bedroom, 3-bath vacation rental...

  • Oak Island
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 9
Always Home / 201 NE 58th Street - Coast...

3BR/3BA - BR1:1Q, BR2:1Q, BR3:2T -(LR: Q sleeper-couch) Just a short walk to the beach from this roomy home w/ tons of room to spread out . Two separate LR areas - ideal for families w/kids. Screened porch. HVAC, Intelligent TV with Antenna, 42...

  • Oak Island
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
Right on the beach, wonderful views of t...

This is a classic Carolina coast four bedroom home constructed on stilts, right on the beach front in Oak Island, North Carolina. Down the steps and you are on the beach. There are four bedrooms and two full bathrooms. There is a laundry room...

  • Oak Island
  • 4 Bedrooms
  • 2 Bathrooms
  • Sleeps 11