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9 Mar 2026
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Best of Oak Island

There are a lot of choices when it comes to selecting your Oak Island vacation rental for your next trip. We know all too well, as we have one of the area's largest vacation rental collections. To help you hone in on the most convenient and well-appointed East and West Beach vacation rental options, we broke down our list by amenities and distance to the beach. Click through to learn more about these selections.

Oak Island Condos

1. Southern Shore Villa 103oak island condo rentals

  • Location: 122 SE 58th Street, Unit 103, Oak Island, NC (East Beach)
  • Bedrooms: 3 (2 Kings, 2 Twin Over Double Bunkbeds)
  • Baths: 2
  • Sleeps: 10
  • Featured amenities: Community swimming pool, community gazebo and grilling area, WiFi, 4 TVs, entertainment package tier 2, washer/dryer, community outdoor shower

2. West Long Beach Villa 101

West Long Beach Villa 101 - Caswell Beach Condo
  • Location: 2714 West Beach Drive, Oak Island, NC (West Beach)
  • Bedrooms: 3 (2 Queens, 1 Double, 1 Twin over Double Bunk)
  • Baths: 2
  • Sleeps: 7
  • Featured amenities: Dog-Friendly, elevator, covered porch, entertainment package, grilling area, and picnic tables

Oak Island Oceanfront Vacation Rentals

3. Stingray

Stingray - Oak Island, NC Oceanfront Rental

  • Location: 5225 E Beach Drive, Oak Island, NC
  • Bedrooms: 3 (2 Kings, 1 Queen, 1 Twin bunks w/trundle)
  • Baths: 3
  • Sleeps: 9
  • Featured amenities: Covered porch, WiFi, 5 TVs, washer/dryer, board games, entertainment package tier 2, outdoor shower 

4. On Seabbatical

On Seabbatical - Oak Island Oceanfront Vacation Home

  • Location: 303 Ocean Drive, Oak Island, NC
  • Bedrooms: 5 (2 Kings, 2 Queens, 2 Twin over Double Bunks)
  • Baths: 4
  • Sleeps: 15
  • Featured amenities: Private walkway to the beach, oceanside porch, oceanfront upper deck, entertainment package tier 2, WiFi, 3 TVs, washer/dryer, beach toys, outdoor shower

5. Tradewinds

Tradewinds - Oak Island Vacation Rental

  • Location: 615 E Beach Drive, Oak Island
  • Bedrooms: 4 (4 Queens, 1 Double)
  • Baths: 2
  • Sleeps: 10
  • Featured amenities: Open ocean front porch, porch swing, 4 TVs, washer/dryer, hot and cold outdoor shower, exterior camera 

Oak Island Vacation Rentals 2 Rows from Beach

6. Beauty And The Beach

Beach And The Beach Oak Island Vacation Rental

  • Location: 1726 W Beach Drive, Oak Island, NC
  • Bedrooms: 5 (1 King, 2 Queens,4 Doubles)
  • Baths: 3.5
  • Sleeps: 14
  • Featured amenities: 2 covered porches, WiFi, 6 TVs, washer/dryer, enclosed hot and cold outdoor shower, board games, book library, entertainment package tier 2

7. Ray’s Place

Ray's Place - Oak Island, NC Vacation Home

  • Location: 210 W Beach Drive, Oak Island, NC (West Beach)
  • Bedrooms: 4 (2 Queens, 4 Twins)
  • Baths: 3
  • Sleeps: 8
  • Featured amenities: Covered porch, open deck, WiFi, 2 TVs, stereo, washer/dryer, hot and cold outdoor shower, crib, high chair

Oak Island Vacation Rentals Located 3rd and 4th rows, and Beach Stroll

8. In The Mist
oak island vacation rental

  • Location: 1624 E Dolphin Drive, Oak Island, NC (East Beach)
  • Bedrooms: 4 (2 Queens, 2 Doubles, 3 Twins, 1 Double Futon)
  • Baths: 2
  • Sleeps: 11
  • Featured amenities: Covered porch, open deck, WiFi, 2 TVs, washer/dryer, pack n play, high chair, baby gate, enclosed hot and cold shower

9. Beach Therapy

Beach Therapy - Oak Island Vacation Home

  • Location: 2906 E Dolphin Drive, Oak Island, NC
  • Bedrooms: 3 (3 Queens, 1 Twin over Double Bunk)
  • Baths: 2
  • Sleeps: 10
  • Featured amenities: Screened porch, covered porch, charcoal grill, WiFi, 2 TVs, board games/puzzles, beach toys, beach umbrella

Oak Island Pet Friendly Vacation Rentals

10. The 19th Hole
The 19th Hole - 5BR Caswell Beach Vacation Rental

  • Location: 407 Caswell Beach Road, Caswell, NC
  • Bedrooms: 5 Total (3 Kings, 2 Queens, 4 Twins)
  • Baths: 3.5
  • Sleeps: 14
  • Featured amenities: Covered porch, open deck, 5 TVs, pack n play, high chair, crib, beach chairs, entertainment package

11. Darlington House

Darlington House - Oak Island Pet-Friendly Vacation Home

  • Location: 2518 W. Beach Drive, Oak Island, NC 
  • Bedrooms: 5 ( 2 Kints, 2 Queens, 2 Sets of Bunkbeds)
  • Baths: 3.5
  • Sleeps: 12
  • Featured amenities: Oceanside and streetside porches, private pool, gas grill, WiFi, 6 TVs, entertainment package tier 2, baby gate, guest storage, fenced yard

Choosing Your Oak Island Real Estate Rental

If you're still unsure of which East Beach or West Beach vacation rental is right for you, don't fret. The experts at Margaret Rudd & Associates' Oak Island are here to help. Call us at (800) 486-5441. Our reservation specialists are happy to assist you in finding the perfect vacation rental to suit your budget, beach accessability and amenity preferences.

Oak Island Vacation Rentals