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NEW to PROACTIVE Vacations! Oceanfront Retreat in Caswell Beach Welcome to your coastal getaway at 601 Caswell Beach Drive, a gorgeous 6-bedroom, 4-bath oceanfront home located in the peaceful, sought-after community of Caswell Beach, NC. Ideal for...

  • Oak Island
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 16
Hasslin Hound: 4-bedroom Oceanview, Pet ...

Welcome to Hasslin Hound, a classic Oak Island beach hideaway ideally set just across the road from beach access, making it painless to go from morning coffee to sandy toes in mins.. Ideal for families, friends, and dog lovers alike, this welcoming...

  • Oak Island
  • 4 Bedrooms
  • 2 Bathrooms
  • Sleeps 10
Experience oceanfront luxury at SSV 3102...

Southern Shore Villa 3102 - Carolina Dreamin' - 3 Bedroom, 2 Bathroom, Sleeps 6Please Note:- Pool Open Seasonally 10:30 a.m.-8:30 p.m. and is locked outside these hours.- Charging of electric cars or golf carts is not allowedOceanfront 1st level...

  • Oak Island
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Experience coastal charm at Blue Haven, ...

Welcome to Blue Haven, your ideal hideaway located in the striking West Beach area of Oak Island, North Carolina. Just a short walk from the beach, this enchanting 3 bdrm home offers a serene escape for families and friends alike, accommodating up...

  • Oak Island
  • 3 Bedrooms
  • 1 Bathrooms
  • Sleeps 7
Holidaze / 4330 E Beach Drive

4BR/2.5BA, BR1:1K, BR2:1Q, BR3:1Q, BR4:2T and 2F, Great Ocean view from covered front porch with direct beach access in this nice beach home. Roomy living, dining and kitchen open floor plan, WIFI, HVAC, Dishwasher, Washer/Dryer, Microwave...

  • Oak Island
  • 4 Bedrooms
  • 2 Bathrooms
  • Sleeps 12
Gorgeous Ocean Front Home, Steps to the ...

Key Conveniences: Ocean Front Dog Friendly Roomy Deck Private Walkway to the Beach with Sun Deck Sleeps 8 in 4 Bedrooms Primary BR w/ Oceanview - Queen BR #2 - Queen, Shared Jack & Jill Bath (Walk-in Shower), Hair Dryer/Curling Iron BR #3 - King...

  • Oak Island
  • 4 Bedrooms
  • 2 Bathrooms
  • Sleeps 10
2nd Row, 6BR, 3BA, Huge Heated Pool, sep...

FLIP OUT in the main home with 4 roomy bedrooms, 2 bathrooms plus a phenomenal outdoor shower. Need some separation from the teens or in-laws? FLOP DOWN with our striking, separate 2 bedroom/1 bath guest bungalow in the backyard! POOL:Bring your...

  • Oak Island
  • 6 Bedrooms
  • 1 Bathrooms
  • Sleeps 12
Seas the Day | Screened Porch & Bikes | ...

New in our program, this home has many great reviews from past guests.Set in a tree-filled residential neighborhood, this 3BR/2BA home is walkable to both the beach and Intracoastal Waterway. Youll adore the high ceilings, beach gear, bicycles, and...

  • Oak Island
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
Sunny Side Up - Beautiful OKI beach home...

Just 1 block from the beach, this impressive 4BR/3BA home delivers Oak Island perfection. Highlights include huge upper and lower decks, ocean vistas, and a awesome outdoor entertaining area -- complete with a bar, grille, and firepit in the...

  • Oak Island
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
Surf Watch: Oceanfront House in East Bea...

6 Bedroom | 3 Full Bathrooms | 1 Half Bathroom1 King | 4 Queens | 1 Double | 1 TwinSurf Watch at this six bedroom oceanfront home, located in East Beach!Inside, this open-floor-plan home contains plenty of space and sleeps up to 13. This rental...

  • Oak Island
  • 6 Bedrooms
  • 3 Bathrooms
  • Sleeps 13
Oceanfront Oasis in Oak Island: Spacious...

Welcome to Beach Plzzz, your ideal oceanfront hideaway located in the serene surroundings of Oak Island, NC. This charming 5-bedroom, 3-bathroom home comfortably accommodates up to 13 guests, making it ideal for family get-togethers or groups of...

  • Oak Island
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 13
Knot so Crabby: Early Bird Special!

Summary:Early Bird Special! Book any 2026 peak season stay 60 days in advance for 10% off!Dog Friendly Recently Updated Coastal CottageThe Space:3 Bedroom / 2 Bathroom / Sleeps 8-9Once you arrive in the treelined neighborhood - effortlessly accessed...

  • Oak Island
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
MT Nest / 2532 Marsh Hen Drive

PRIVATE AND ON THE MARSH!3BR/2BA, BR1:1K, BR2:1Q, BR3:1Q Expansive vistas of Davis Creek! And tiled floors Living and Dining rooms, HVAC, back deck. Appreciate this pretty home on a peaceful side street and catch a glimpse of a Blue Heron and Egret...

  • Oak Island
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Ocean Wind: Kid-friendly and Dog-friendl...

4 Bedrooms | 4 Full Bathrooms | 1 Half Bathroom1 King | 2 Queens | 1 Twin-over-double Bunk Bed | 1 Twin-over-twin Bunk Beds | 1 Queen Couch BedOcean Wind was constructed in 2020 and is located on the East Beach section of Oak Island. This four...

  • Oak Island
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 13
Up On The Roof: Comfy Bungalow in Walkin...

4 Bedrooms | 2 Full Bathrooms1 King | 2 Queens | 2 DoublesIf this whole world is getting you down, book a stay at Up On The Roof and lift your spirits with a hideaway far from the hustling hordes at this relaxing neighborhood location. Leash up your...

  • Oak Island
  • 4 Bedrooms
  • 2 Bathrooms
  • Sleeps 10
2 Lil OKI's / 223 NE 60th Street

3BR/2BA, BR1:1Q, BR2:1Q, BR3:2T-bunk & 1F/1T-bunk - Stunning bungalow with open floor plan and hardwoods throughout. Great kitchen with granite counter tops with roomy breakfast bar. Short walk to the beach, eateries, grocery and more! Screened in...

  • Oak Island
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 9
Family Time: Oceanfront in Oak Island, H...

Welcome to *Family Time*, an oceanfront heaven located in the gorgeous Oak Island. This roomy home features a remarkable setting where you can appreciate beautiful ocean vistas and direct beach access, making it the ideal hideaway for families and...

  • Oak Island
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 14
Experience ocean views at Blue Waves, a ...

Discover your coastal heaven at Blue Waves, located in the heart of Oak Island. This striking oceanview home is ideal for families or groups seeking a calming hideaway, boasting a roomy layout and a serene ambiance that makes it ideal for unwinding...

  • Oak Island
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 10