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5 star reviews
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“This place was exactly like the pictures. The house had everything to make you feel at home. Perfect location just a short walk to the beach. BookSmart always responded quickly to any questions we had. We even extended our stay and it was simple & easy.”
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Featured Homes
Oak Island, United States
New listing – Lava Bungalow a 3 bdrm 2.5 ba Condo
(0)
BookSmart Properties presents Lava Bungalow, a beautiful 3-bedroom, 2.5-bathroom condominium ideally located in Oak Island, North Carolina. This charming property offers a perfect blend of comfort and convenience, with a host of amenities to make your stay unforgettable. Enjoy the convenience of a fully equipped kitchen, relax on your private patio, and take advantage of the communal pool. With beach access nearby, you can easily spend your days soaking up the sun and enjoying the ocean breeze. Perfect for families, this condo is suitable for both children and infants. Explore nearby attractions or simply unwind in this beautiful coastal retreat.
3 Bedrooms
5 Beds
2.5 Bathrooms
Oak Island, United States
4bdrm OKI Gem – Steps to Beach w/ Poolside Oasis
(0)
The Lazy Pelican! Your Island Paradise awaits at this renovated home w/ a saltwater pool! Lounge around like The Lazy Pelican you are & enjoy the neighborhood feel of this home, only a short walk to the beach access & no cross streets. Walk back from the beach, rinse in the outdoor shower, take a dip in the pool & grill a southern bbq for all your guests with tons of room for games & socializing. Fall asleep in one of the 4 cozy bedrooms to end the perfect day.
4 Bedrooms
4 Beds
2 Bathrooms
Oak Island, United States
New Listing! Amazing 7 bedroom Oceanfront Home!
4 (0)
Total Package! Experience Coastal Elegance This amazing home features 7 bedrooms and 6.5 bath. Enjoy the private pool or just a few steps further step out onto the beautiful Oak Island Beach.
7 Bedrooms
8 Beds
6.5 Bathrooms
Oak Island, United States
Ocean View! Pool, Waterslide, Elevator & Firepit
5 (30)
Sea La Vie Welcome to Sea La Vie—a beautiful Oak Island retreat designed for relaxation, fun, and unforgettable ocean views. This 4-bedroom coastal getaway offers the perfect balance of comfort and charm. Wake up to the sound of the waves, take in sweeping ocean vistas from the decks or living room, and gather in the fully updated kitchen, thoughtfully stocked for every chef in your group. Step outside to your private pool oasis—complete with a water slide, lounge seating, outdoor dining area, and a cozy fire pit for evenings under the stars. Whether you’re planning a family escape or a friends’ getaway, Sea La Vie has everything you need to create lasting memories by the sea.
4 Bedrooms
5 Beds
3 Bathrooms
Oak Island, United States
5min to Attractions, Shops & Beach and Yard Games
5 (41)
Saltwater Oaks! Nestled amidst the whispering oak trees, this comfortable beach house offers the perfect blend of modern comfort and coastal charm. Enjoy the salt air and the beautiful trees on the wrap around porch, swaying gently in the hammock. With a prime location merely minutes away from local attractions, grocery stores, the Intracoastal Waterway, and Middleton Park, this home balances quiet relaxation with coastal thrill. Plan your trip to Saltwater Oaks!
3 Bedrooms
4 Beds
2 Bathrooms
Oak Island, United States
2min Walk to Beach, New Build, Centrally Located!
5 (29)
Puffin Run! Located a short 2 min walk from the beach and featuring a gorgeous interior, your family of 11 will love the amenities this home has to offer. With a cozy firepit, enclosed sun room, bedrooms w/ lovely coastal decor, a sparkling modern kitchen/dining area, and an inviting living room, you don't want to miss out on this home. Perfect location near the beach, parks, local shops and restaurants, Puffin Run will book fast, so plan your vacation today!
4 Bedrooms
6 Beds
3 Bathrooms
Oak Island, United States
Amazing OKI Home w/ Guest Apt, Pool, Grill Area
4 (0)
Pop Pop's Plunder ! Welcome to your perfect vacation retreat — a spacious and versatile home designed for relaxation, comfort, and entertaining. This beautifully maintained property offers multiple living spaces, a private pool, and resort-style outdoor amenities, making it ideal for families, friend groups, or multi-generational getaways.
5 Bedrooms
7 Beds
3 Bathrooms
Oak Island, United States
Beachside Charm! Pool, Spa & 3-Min Walk to Shore
5 (18)
Enjoy ocean breezes, a private pool, and a hot tub. The inviting front porch is ideal for watching sunrises and sunsets. Inside, find high ceilings, upscale lighting, and a chef’s kitchen with custom cabinetry and a gas range. The primary suite has a custom-tiled walk-in shower, plus two guest rooms, a stylish guest bath, and a walk-in laundry room. Close to Middleton Park’s attractions. Your perfect island getaway awaits!
3 Bedrooms
5 Beds
2 Bathrooms
Oak Island, United States
Ocean Views! Pool, Spa, Private Backyard in OKI
5 (5)
This stunning home boasts ocean views, a private pool and spa (that can be heated for a fee w/ advance request), and an ideal location just blocks from OKI perks. Enjoy a private family cookout in the fenced yard, or dine together as a group in the spacious dining room after the chef of your family whips something up in the stocked kitchen! Each bedroom offers a private evening escape with coastal charm to add to the ambience. You don't want to miss out on this home!
4 Bedrooms
5 Beds
3.5 Bathrooms
Oak Island, United States
Original 1945 Cottage on 6 Very Private Acres
4 (0)
Experience a home of enduring warmth and beauty. Built 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 carries you to the beach; lookout tower boasts 360-degree views; stairs descend through virgin maritime forest to your private dock. An exquisite property we are lucky to share with you. Small wonder guests return and return!
3 Bedrooms
7 Beds
3 Bathrooms
Oak Island, United States
Modern Family Retreat – Hot Tub and Fire Pit
5 (38)
This beautiful Oak Island home is only half a mile from the beach & is perfect for your family's vacation! The interior is fully updated, offering a shining & modern kitchen, a welcoming living room, & airy bedrooms tailored for coastal comfort. Don't miss out on a perfect evening in the newly renovated fenced backyard, which stars a fire pit, hot tub, corn hole boards, and palm trees. Plan your stay in Oak Island with your family at Cub's Cottage!
3 Bedrooms
5 Beds
2 Bathrooms
Oak Island, United States
One Row from Beach w/ Pool, Elevator, Fire Pit!
5 (2)
This beautiful home is just one row back from the beach, promising views, sand and surf only steps away. With 5 beds/5.5 baths, comfort and convenience are promised for your whole group. Whip up delicious meals in the kitchen to enjoy together indoors, or al fresco outside. The pool area is a perfect spot to relax, and you can cook s'mores around the firepit in the evening. Enjoy Oak Island in luxury and style when you stay at the Crooked Palm!
5 Bedrooms
8 Beds
5.5 Bathrooms
Oak Island, United States
Oceanfront Luxury, Private Steps to Beach, New!
4.5 (20)
Welcome to Bahama Tease, your dream oceanfront getaway in Oak Island! This newly renovated 6BR home offers private beach access right off the deck, no streets to cross, just you and the ocean. Enjoy a spacious coastal interior, a fully stocked kitchen, and plenty of room for families or groups to relax. Wake up to ocean views, spend the day on the sand, and unwind in style.
6 Bedrooms
11 Beds
3.5 Bathrooms
Oak Island, United States
Semi Oceanfront, Steps to Beach, Cozy Cottage
5 (19)
Bahama Hut! Enjoy ocean views from the front deck at this Oak Island beach escape. The interior is beautifully updated with coastal decor, setting the beachy ambience for your getaway. 3 cozy bedrooms and 2 full baths provide comfort and convenience for 6 guests. The large kitchen is stocked for your cooking needs, and you can relax with a movie in the living room or walk to nearby Oak Island parks, stores, and restaurants. Come get away to Bahama Hut!
3 Bedrooms
4 Beds
2 Bathrooms
Total Package
New Listing! Amazing 7 bedroom Oceanfront Home!
5 (1)
BookSmart Properties presents: Total Package! Experience Coastal Elegance. This amazing home features 7 bedrooms and 6.5 bath. Enjoy the private pool or just a few steps further step out onto the beautiful Oak Island Beach. Discover the height of oceanfront living at Total Package, a stunning 7-bedroom, 6.5-bath vacation retreat on Oak Island, NC. Thoughtfully designed for both relaxation and entertainment, this new home offers the perfect backdrop for your next beachfront escape. Sorry, no pets allowed.
7 Bedrooms
8 Beds
6.5 Bathrooms
Lion by the Sea
Ocean Views! Pool, Spa, Private Backyard in OKI
5 (4)
BookSmart Properties presents: Lion by the Sea! This stunning home boasts ocean views, a private pool and spa (that can be heated for a fee w/ advance request), and an ideal location just blocks from OKI perks. Enjoy a private family cookout in the fenced yard, or dine together as a group in the spacious dining room after the chef of your family whips something up in the stocked kitchen! Each bedroom offers a private evening escape with coastal charm to add to the ambience. You don't want to miss out on this home!
4 Bedrooms
5 Beds
3.5 Bathrooms
Pop Pop's Plunder
Amazing OKI Home w/ Guest Apt, Pool, Grill Area
5 (1)
BookSmart Properties presents: Pop Pop's Plunder ! Welcome to your perfect vacation retreat — a spacious and versatile home designed for relaxation, comfort, and entertaining. This beautifully maintained property offers multiple living spaces, a private pool, and resort-style outdoor amenities, making it ideal for families, friend groups, or multi-generational getaways.
5 Bedrooms
7 Beds
3 Bathrooms
Oak Island, United States
Beachside Charm! Heated Pool, Spa & 3-Min Walk to Shore
5 (1)
Mint 2 Be! Enjoy ocean breezes, a private heated pool, and a hot tub. The inviting front porch is ideal for watching sunrises and sunsets. Inside, find high ceilings, upscale lighting, and a chef’s kitchen with custom cabinetry and a gas range. The primary suite has a custom-tiled walk-in shower, plus two guest rooms, a stylish guest bath, and a walk-in laundry room. Close to Middleton Park’s attractions. Your perfect island getaway awaits!
3 Bedrooms
5 Beds
2 Bathrooms
Oak Island, United States
Modern Family Retreat: Hot Tub & Fire Pit
5 (16)
Cub's Cottage! This beautiful Oak Island home is only half a mile from the beach & is perfect for your family's vacation! The interior is fully updated, offering a shining & modern kitchen, a welcoming living room, & airy bedrooms tailored for coastal comfort. Don't miss out on a perfect evening in the newly renovated fenced backyard, which stars a fire pit, hot tub, corn hole boards, and palm trees. Plan your stay in Oak Island with your family at Cub's Cottage!
3 Bedrooms
5 Beds
2 Bathrooms
Oak Island, United States
Oak Island Oasis Steps to Beach, Local Cafes/Shops
5 (18)
Puffin Run! Located a short 2 min walk from the beach and featuring a gorgeous interior, your family of 11 will love the amenities this home has to offer. With a cozy firepit, enclosed sun room, bedrooms w/ lovely coastal decor, a sparkling modern kitchen/dining area, and an inviting living room, you don't want to miss out on this home. Perfect location near the beach, parks, local shops and restaurants, Puffin Run will book fast, so plan your vacation today!
4 Bedrooms
6 Beds
3 Bathrooms
Oak Island, United States
Ocean View! Pool, Waterslide, Elevator & Firepit
5 (25)
Sea La Vie! This stunning Oak Island home is perched perfectly to offer breathtaking ocean views as far as the eye can see. Fall asleep in one of the 4 cozy bedrooms, or enjoy the views from the decks & living room! The kitchen is beautifully updated and fully stocked for the chefs in your group. A gorgeous pool area awaits outside, with a water slide, lounge chairs, outdoor dining, and a fire pit. Book your stay today, and begin your life at the sea!
4 Bedrooms
6 Beds
3 Bathrooms
Oak Island, United States
NEW! Panoramic Ocean Views & Private Steps 2 Beach
5 (2)
New Listing with Renovated Interior! Step onto the beach (literally) at this gorgeous Oak Island home. Private beach access directly from the deck makes beach days a breeze, while the beautifully appointed interior provides every comfort. The kitchen is large and stocked for the chef of the family, and the living room sets the coastal vibe. 6 bedrooms provide plenty of sleeping options for everyone, and 3.5 baths offer convenience. Don't pass Bahama Tease up, come and stay in Oak Island!
6 Bedrooms
11 Beds
3.5 Bathrooms
Experience the BookSmart difference.
Quality Assurance:
Industry leading cleaning standards
In-depth home inspections
Luxury amenities
Customer Support
100% response rate
<15 minute average response time
Customer support call/text line
Booking Confidence:
Secure payments
Price transparency
Booking protection
Local Experience
Custom welcome guides
Recommendations on local dining and activities
Local partnerships
Frequently Asked Questions.
Your Questions Answered
Where can I find the best deal for my vacation?
You’re in the right place! Booking directly though our BookSmart website will save you from those pesky platform fees.
Do you offer travel insurance?
Yes! When you go to reserve a home, during the check out process you’ll have the opportunity to purchase travel insurance.
How do I access the property after I make my reservation?
Once the reservation is confirmed, you will be emailed a confirmation and a link to our detailed welcome guide. Prior to your arrival, detailed check in instructions along with an electronic door code will be sent.
After I book, how do I pay?
50% of the reservation will be collected at the time of booking and the other half will be collected 30 days prior to your arrival.
If I need assistance during my stay, how do I get in contact with BookSmart?
Once the reservation is made, we’ll provide you with our dedicated email and support line (call/text) available if you have any questions or need assistance!
What supplies are included in my stay and what do I need to bring?
At no additional cost to you, all beds are made with fresh linens and each guest will receive their own towel set. All of our homes come equipped with starter supplies, including the essentials – conditioners, soaps, shampoos, paper products, etc.. Check your welcome guide for more specific information related to your property.
Better homes, better stays when you BookSmart.
Experience unforgettable vacation rentals managed with care, ensuring exceptional stays for every guest.
Have a vacation property?
Discover how we help owners earn more while doing less.