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Oak Island, NC Vacation Rentals

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1628 rentals found
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New to PROACTIVE Vacations! Are you seeking a relaxing beach escape? Look no further than "Faith"! Located in the serene East Beach area, just a short three blocks from the beach, this traditional four-bedroom beach bungalow beckons with coastal...

  • Oak Island
  • 4 Bedrooms
  • 1 Bathrooms
  • Sleeps 9
Experience oceanfront luxury at Sea for ...

Feel the ultimate coastal hideaway at "Sea for Miles," an delightful oceanfront home located in the serene Caswell Beach area of Oak Island. This striking property features beautiful ocean vistas and invites you to savor the relaxing sound of waves...

  • Oak Island
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 10
Oceanfront, Pool, Elevator, Pet & Event ...

NEWLY REDESIGNED & REBRANDED IN 2026Welcome to “Malibu,” an oceanfront getaway on the coveted West End of Oak Island. Savor nearly 360 degree water vistas, fishing access, & an simple walk to The Point. Inside, you’ll find bright, open living...

  • Oak Island
  • 7 Bedrooms
  • 6 Bathrooms
  • Sleeps 18
Experience ocean views in this spacious ...

Welcome to OW 8201 - OW to Remember, your ideal coastal escape located in the impressive Oak Island. This gorgeous oceanview condo is designed for relaxation, accommodating up to 8 guests with its inviting ambiance and proximity to sandy...

  • Oak Island
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
Cozy beach studio within walking distanc...

Cozy detached private studio with private parking. Includes queen bed with sky lights and sitting area. Has a full size bathroom, kitchen with full size refrigerator, stove and cooktop, microwave and coffee maker. Cable and WIFI included. Outside...

  • Oak Island
  • 1 Bedrooms
  • 1 Bathrooms
  • Sleeps 2
Serenity Now: Spacious 4BR Beach House i...

Feel true coastal tranquility at Serenity Now, a beautiful getaway located in the peaceful community of Caswell Beach, North Carolina. Perfectly positioned with both ocean and marsh vistas and just a short walk to close by beach access, this...

  • Oak Island
  • 4 Bedrooms
  • 2 Bathrooms
  • Sleeps 10
Anchor Down by Middleton Park - Prime Lo...

Hi & Welcome to our handsome home away from home in Oak Island NC!!! Come & Anchor Down to get so much needed calming time, soak up in the Atlantic ocean, appreciate all the fabulous seafood & don't forget the ice cream!!!Our home is located in a...

  • Oak Island
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
Classic Dog Friendly Beach Home with Hot...

Sand Spur Key Conveniences: - Splendid Vistas of Marsh Overlooking Davis Canal - Hot Tub - Dog Friendly - Screened In Porch - Swing - 4 Beach Bikes - 4 Beach Chairs and 2 Umbrellas - Short Walk to the Beach - 3 Bedrooms, sleeps 6 - Welcome Bag with...

  • Oak Island
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Sundancer at Oak Island on the Beach.

Ocean Front!!The Sundancer 5 bedrooms, 2 bath home, Sleeps 14This oceanfront home has a huge porch with rocking chairs to appreciate an ocean view and striking sunrises and sunsets. It is the ideal place to savor your morning coffee. The home has...

  • Oak Island
  • 5 Bedrooms
  • 2 Bathrooms
  • Sleeps 14
Oak Islands. Donovan's Reef

Attractively refreshed home located just a few short steps away from beach access. You can hear the Ocean from this home. Beautiful ocean vistas from the front deck. Cavernous back yard. House has HDTV, WiFi Internet, Washer and Dryer and full...

  • Oak Island
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
Ocean Breezes: Vintage Oceanfront Home o...

4 Bedrooms | 2 Full Bathrooms1 King | 3 Doubles | 3 TwinsIf your beach vacation is all about the BEACH, this is an ideal place for you. A generous covered porch leads to a deck with stairs leading directly onto beachfront. Unfinished wooden...

  • Oak Island
  • 4 Bedrooms
  • 2 Bathrooms
  • Sleeps 11
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NEW to PROACTIVE Vacations!​​​​​​​ Tropical Retreat | Elevator • 2-Tier Outdoor Living • ½ Mile to BeachAppreciate a calming Oak Island hideaway at this delightfully designed tropical home, just half a mile from the beach...

  • Oak Island
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
Oak Island Cottage: Minutes to Long Beac...

Soak up coastal beach life when you stay at this 2-bedroom, 2-bath Oak Island vacation rental. Take a short walk down the boardwalk to get to the beach where you can spend the day calming in the sand with the sound of crashing waves in the...

  • Oak Island
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
208 Yaupon Dunes / 700 Ocean Drive

OCEAN FACING CONDO - GREAT VIEWS! 3BR/2BA - BR1:1K, BR2:1Q, BR3:2T, Premier surfside location, expansive vistas of the Ocean from a cavernous private balcony, living room and master bedroom of this elegantly decorated second level Condo with...

  • Oak Island
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Old North State of Mind: Cozy Cottage, D...

3 bedroom, 2 bath home with 1 King, 1 Queen, twin bunk beds, and Queen air bedIf you’re looking for a family and pet-friendly escape with the best of both worlds, you’ll appreciate our comfortable home by the ICW! Take a short 2-min. drive to...

  • Oak Island
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
Oceanfront OKI Home, Ocean Views & Dune ...

Summary:BookSmart Properties presents: Daze at Sea! Escape to Oak Island in this freshly refreshed gem. This striking 5 bed/4 bath home is just steps away from the beach, with direct beach access. Savor beautiful ocean vistas from the living area...

  • Oak Island
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
Beach House OKI - Premium King Room in h...

The Beach House Motel & Suites is a comfortable, cozy, clean, and economical boutique property for the ideal vacation. With the ideal Oak Island accommodations for every style, The Beach House Motel & Suites offers 22 units, including ten...

  • Oak Island
  • 1 Bedrooms
  • 1 Bathrooms
  • Sleeps 2
Luxury Oceanfront, Pool, Elevator, Volle...

BRAND NEW SUMMER 2026Welcome to Zen, a one-of-a-kind oceanfront sanctuary on Oak Island designed for memorable group getaways. With 13 bedrooms, 12 full baths/2 half baths, beach access, a private pool, beach volleyball court, elevator, game area, ...

  • Oak Island
  • 13 Bedrooms
  • 13 Bathrooms
  • Sleeps 36