
Holiday rentals with a pool in Bald Head Island
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Bald Head Island
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Oceanfront • Hot tub • Indoor Pool • Aquarium
👋🏼 Hi there! This has been my family’s happy place for years … where grandkids hunted seashells, mornings started with coffee and sunrise, and life just slowed down. We’re sharing it so your family can make those same memories, with all the little touches that make coastal trips easy & fun Your stay comes with a personal concierge- offering optional add-ons (beach setups, stocked fridges, and curated local experiences). ✨ We offer the most amenities in the area for an elevated experience ✨

Rise and Shine! Beach, pool, & amazing views!
Welcome to RISE AND SHINE at Oak Island Beach Villas! Fabulous location on tranquil Caswell Beach. Close to amazing food, the iconic Oak Island Lighthouse, and top rated golf yet you feel the peaceful vibe of being on the east end of the island. Steps from the beach with breathtaking views, this beautifully decorated condo features 2 bedrooms, 1 bath and sleeps 5-6. Choose a short walk to the pool (seasonal) or simply relax on the private balcony listening to the soothing sounds of the ocean.

Cozy BHI Condo - Community Pool and BHI Club
Welcome to "Marooned Five". We enjoy sharing our home so others can experience the beauty and magic of Bald Head Island. Our home has 2 bedrooms, 2 full baths, fully stocked kitchen & a loft for the kids. Located in Royal James Landing, a private pool and picnic area are available just a few steps away. Our condo is accessible by stairs on the 2nd floor. There are 6 bikes (4 adult/ 2 child) & 2 4-person golf carts. Guest memberships for the BHI Club are available for an additional fee.

Finns Up- Dog Beach. Ocean Views. Clean & Comfy!
Wake up to sweeping ocean views at Finn’s Up, your perfect Pet-Friendly, Carolina Beach escape. Ideally located beside the North End Pier, this bright, beautifully designed two-bedroom condo invites you to start your day with coffee on the porch daybed, then step straight into sun-filled beach days and relaxing coastal evenings. Just steps from the island’s only year-round dog-friendly beach makes this a perfect getaway destination for the entire family. A Salt And Linen Stays property.

Escape to the Cape On the Gorgeous SPT Waterfront
Located on the beautiful Southport Waterfront you'll enjoy a well-appointed gem located within the RiverHotel of Southport that includes a small balcony with views of the Cape Fear River, guest pool, and private beach exclusively for our guests. We also have a huge deck with lots of tables and chairs to enjoy the spectacular water views! Covered parking is available within steps of the elevator. Make your Southport vacation memorable! Escape to the Cape awaits you!

The Coastal Coconut: Beautiful Ocean View Condo
This spectacular ocean view condo with top notch renovations is just steps from the beach. Be swept away by the view of the rolling waves, whitecaps, and the OKI Pier as you relax and enjoy a beverage on the balcony. You will also be treated to a breathtaking sunset as the colors change each minute across the sky. Retire to the living room and rest your tired feet on a comfy sectional sofa as you interact with others in an aesthetically pleasing open floorplan setting.

Scenic Getaway with Pool & Hot Tub
Add some peace and tranquility to your trip...beautifully furnished on the inside, fully stocked house, with an oasis of a backyard - this is a home you'll want to visit again and again. With your own HEATED saltwater pool & hot tub, in a private backyard paradise...you may not ever want to leave the property. Minutes away from the beach, steps away from the Intracoastal Waterway, and one street over from the scenic beach walkway, this house will not disappoint.

Stones Throw to downtown Southport
Welcome to our gorgeous 1 bedroom/ 1bath home away from home! These roomy accommodations are just steps from the Southport Marina and in the heart of historic Southport. You have at your disposal boat parking, outdoor pool area, and walking access to Southport's many charms, such as fine dining and shopping. Bikes and beach chairs are in the closet in the covered parking. Your relaxation begins with easy self check-in and keyless entry! Enjoy your stay.

Sand Surf & Sunset Ocean View Condo - 2 Bed 2 Bath
Welcome to your perfect beachside retreat! This beautiful 2-Bedroom ocean-view condo in Caswell Beach, NC, offers breathtaking sunsets and panoramic ocean views right from your private covered decks - perfect for outdoor dining or unwinding to the sound of the waves. Just steps from the sand, this peaceful getaway is ideal for families or two couples looking to relax, recharge, and soak up the coastal charm. Walkable to restaurants, pier and golf.

No Cleaning Fee - Condo With Waterfront Pool/Beach
Visit the most adorable seaside village! Southport, with it's picturesque waterfront, fantastic restaurants, and adorable shops, has something for everyone. When you feel like staying closer to home, the pool will be calling your name for soaking in the sun while watching the ships sail by, and your private balcony is the perfect spot to sip a cup of coffee while watching the sunrise over the water.

No Cleaning Fee! New Condo w/ Waterfront Pool
Visit the most adorable seaside village! Southport, with it's picturesque waterfront, fantastic restaurants, and adorable shops, has something for everyone. When you feel like staying closer to home, the pool will be calling your name for soaking in the sun while watching the ships sail by, and your private balcony is the perfect spot to sip a cup of coffee while watching the sunrise over the water.

Oceanfront End Unit Condo with Pool (Riggings D-2)
Newly renovated end unit second floor condo directly on the ocean! Nothing was spared in this renovation. You just don’t get closer than this. Just steps away from the beach! There is also an oceanfront pool where you can spend the day soaking in the suns rays. Surf fishing is superb directly in front of the condo due to a large rock formation next to Fort Fisher. **Maximum of THREE (3) adults**
Popular amenities for Bald Head Island rentals with a pool
House rentals with a pool

*Heated* Pool, Hot Tub & Dock, 3 min Walk to Beach

Private Condo: Ocean + Pool Getaway for 8

Gorgeous 2nd Row Oceanview Home w/ Saltwater Pool

Pool | Views | Sleeps 8 | Linens | Yacht Drive

Private Heated Pool, 4 mins to Beach, King Beds

River Road Retreat - Heated Private Pool, Pond, Fi

Rare Find! 14 Bed Sleeps 26. Pool HotTub. Elevator

OG Paradise | Private Pool & Hot Tub | Luxe Oasis
Apartment rentals with a pool

Beach Sol Oceanfront w/pool & private beach access

Newly Renovated Panoramic OCEANFRONT Views

The Tropical Palm-Ocean View, Pool, Heart of CB

Amazing Ocean Views!

Surf Shack! Carolina Beach Amazing Location!

OCEAN SOUNDS - UNIT 2106 OCEAN DUNES

Spectacular * Oceanfront Condo - Once Upon A Tide

Light-filled/Beach-Ocean views/Top floor condo
Other holiday rentals with a pool

Oceanfront End-Unit 1st FLR w/pool Shamrock Sands

Beach Bunker

Coastal Serenity

Ocean Front Paradise

Poolside Paradise w/ Tiki Bar + Dog Friendly

Ohana Oasis | Ocean Views • Pool • Steps to Beach

Southport/Oak Island NC Home

Twisted Oak Tides - Oceanfront Escape
When is the best time to visit Bald Head Island?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $471 SGD | $450 SGD | $478 SGD | $543 SGD | $582 SGD | $659 SGD | $722 SGD | $678 SGD | $473 SGD | $594 SGD | $470 SGD | $470 SGD |
| Avg. temp | 8°C | 10°C | 13°C | 18°C | 22°C | 26°C | 28°C | 27°C | 24°C | 19°C | 13°C | 10°C |
Quick stats about holiday rentals with a pool in Bald Head Island

Total holiday rentals
Explore 30 holiday rentals in Bald Head Island

Nightly prices starting at
Bald Head Island holiday rentals start at $192 SGD per night before taxes and fees

Verified guest reviews
Over 800 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
30 of Bald Head Island holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Bald Head Island rentals

4.9 Average rating
Bald Head Island stays are highly rated by guests – averaging 4.9 out of 5!
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- Barefoot Landing
- Carolina Beach Boardwalk
- Wrightsville Beach, NC
- Barefoot Resort & Golf
- Cherry Grove Point
- Kure Beach Pier
- Wrightsville Beach
- Cherry Grove Fishing Pier
- North Carolina Aquarium at Fort Fisher
- Surf City Pier
- Carolina Beach Lake Park
- University of North Carolina Wilmington
- Jungle Rapids Family Fun Park
- North Myrtle Beach Park & Sports Complex
- Carolina Beach State Park
- Dunes Golf and Beach Club
- Airlie Gardens
- Bird Island
- Oak Island Lighthouse
- Fort Fisher State Recreation Area
- Freeman Park
- Soundside Park
- Wilmington Riverwalk
- Tidewater Golf Club





