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- Rentals by Owner
Discover Your Ideal Kailua Pier, Kailua-Kona Rental by Owner for a Authentic Hawaiian Stay
Discover Your Perfect Kailua Pier Rentals by Owner
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Kailua Pier Rentals by Owner
- Air Conditioner
- Parking
- TV
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- Pool
- Balcony/Terrace
- Air Conditioner
- Pool
- View
- Air Conditioner
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- TV
- Air Conditioner
- Pool
- View
- Parking
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- Ocean View
- Pool
- Security/Safety
- Sports/Activities
- Air Conditioner
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- Pool
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- Security/Safety
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- TV
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- View
- Ocean View
- Air Conditioner
- TV
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Why Choose Rent By Owner for your Kailua Pier vacation rental?
What makes our Rentals by Owner special?
Popular Areas for Kailua Pier Rentals by Owner
Where are the best neighborhoods to stay in Kailua Pier?
When choosing a neighborhood to stay in near Kailua Pier, Kailua-Kona, Hawaii, you’ll find a variety of relaxing and convenient options that cater to different preferences. This area offers easy access to the waterfront, vibrant local culture, and a welcoming community vibe. Whether you prefer a quieter retreat or a lively atmosphere, you can discover rental by owner properties that provide comfort and authenticity. Book through Rent By Owner for a seamless experience that ensures trustworthy accommodations in the heart of Kailua-Kona’s charming neighborhoods.
Kahaluu Bay
In this area, you'll enjoy close proximity to renowned snorkeling spots and calm waters, making it an ideal spot for water-related adventures while staying near Kailua Pier. The neighborhood offers a peaceful retreat with convenient access to the region's popular beaches and seaside activities.
View 578+ Rentals in Kahaluu BayKona Palisades
Here, you can find upscale accommodations with stunning views and easy access to the best of the region's outdoor pursuits, all within a short drive from Kailua Pier. This neighborhood provides a serene environment perfect for relaxing after exploring the vibrant coastal surroundings.
View 53+ Rentals in Kona PalisadesKeauhou Mauka
Nestled in the upland area, this destination offers a quieter, more secluded atmosphere while still being conveniently close to Kailua-Kona's attractions. It’s an excellent choice for travelers seeking privacy and scenic vistas during their stay in the region.
View 1821+ Rentals in Keauhou MaukaAlii Heights Mauka
Situated on elevated terrain, this neighborhood boasts panoramic views and tranquil surroundings, providing a perfect base for experiencing the natural beauty of the region while remaining near Kailua Pier for easy access to local activities.
View 3507+ Rentals in Alii Heights MaukaBest Times to Visit Kailua Pier
When should you plan your Rentals by Owner stay?
Timing your visit to this coastal region can enhance your experience, as choosing the right season allows you to enjoy optimal weather and local activities, making your rental by owner in Kailua Pier even more memorable.
Peak Season Highlights
Winter (December to February)
During the winter months, you can experience peak tourism as visitors flock here to enjoy the warm Hawaiian climate and ocean activities.
Summer (June to August)
The summer season draws the largest crowds, with ideal weather for exploring the region's outdoor activities and water-based adventures.
Off-Season Highlights
Spring (March to May)
In spring, the area tends to be less crowded, offering a more relaxed experience while enjoying pleasant weather and scenic views.
Autumn (September to November)
Autumn provides a quieter atmosphere with fewer visitors, making it an ideal time for peaceful exploration and booking vacation rentals.
Weekly Weather Forecast for Kailua Pier
How to Book Your Kailua Pier vacation rental
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Kailua Pier
Common Rentals by Owner Amenities
What amenities can you expect?
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy outdoor dining areas perfect for sunset meals with views of the surrounding ocean.
- Relax by a private or shared swimming pool, ideal for cooling off after a day exploring the region.
- Take advantage of outdoor grills or barbecues to prepare delicious Hawaiian-style cookouts.
- Benefit from lush landscaped gardens that provide a tranquil setting and beautiful scenery.
- Make use of spacious patios or lanais for relaxing with a drink while soaking in the tropical air.
- Access nearby outdoor recreational facilities such as tennis courts or walking trails.
- Utilize beachfront access or water sports equipment like kayaks and paddleboards available at the property.
Top Attractions Around Kailua Pier
What attractions are nearby?
Nearby, you can enjoy a variety of water activities and scenic walks that showcase the natural beauty and vibrant maritime culture of this region, making it an ideal spot to explore and relax during your stay.

Family Activities
- Snorkeling Excursions: Embark on a guided snorkeling tour to explore vibrant marine life just off the coast, suitable for all ages visiting this scenic area.
- Kayaking Adventures: Rent kayaks nearby and paddle along the calm waters of the harbor, offering a fun and active way to experience the region’s stunning shoreline.
- Harbor Cruises: Enjoy a family-friendly harbor cruise that provides breathtaking views of the coastline and opportunities to spot local wildlife.
- Fisherman’s Wharf Activities: Visit the nearby wharf to learn about local fishing traditions and perhaps try your hand at catching fresh fish with expert guidance.
Adult Activities
- Snorkeling Adventures: Explore the vibrant marine life just offshore, where clear waters and coral reefs create perfect conditions for an unforgettable snorkeling experience.
- Sunset Cruises: Enjoy breathtaking views of the sunset over the region’s coastline on a relaxing cruise departing from this destination's harbor.
- Fishing Excursions: Embark on a guided fishing trip in the area, renowned for its rich aquatic life and opportunities to catch local species.
- Kayaking Tours: Paddle along the scenic shoreline with guided kayak tours that highlight the natural beauty and tranquil waters of the region.
Kailua Pier Travel Tips
How Can You Make the Most of Your Stay?
- Plan Your Activities Early: Make the most of your time here by booking tours and activities in advance to ensure availability and avoid last-minute surprises.
- Choose a Prime Rental Location: Select a rental close to Kailua Pier to enjoy easy access to the waterfront and maximize your leisure time exploring the region.
- Explore Local Dining Options: Take advantage of nearby eateries that serve authentic Hawaiian cuisine, enriching your experience in this vibrant destination.
- Respect the Local Environment: Be mindful of the area's natural beauty by practicing eco-friendly habits during your stay to help preserve the region's pristine landscapes.
Transportation Options
- Rental Car Services: Conveniently explore this vibrant area with rental cars available nearby, allowing you to enjoy the region at your own pace.
- Public Transportation: Buses serve the vicinity, offering an affordable and efficient way to navigate the local attractions and surroundings.
- Taxi and Rideshare Options: Taxis and ride-sharing services provide quick and reliable transportation directly from Kailua Pier to various destinations around the region.
- Boat and Water Taxi Services: For a scenic approach or island-hopping adventures, water taxis operate from the pier, giving you a unique perspective of the coast.
Local Customs Options
- Respect for the Aloha Spirit: Visitors are encouraged to embrace the local tradition of aloha, which promotes kindness, respect, and harmony in interactions with others around the area.
- Honoring Hawaiian Sacred Sites: It is customary to show reverence when visiting sacred sites near Kailua Pier, ensuring that cultural heritage is preserved and respected.
- Traditional Hawaiian Protocols: When participating in or observing local ceremonies or events, you should follow established protocols, including proper attire and respectful conduct.
- Environmental Respect and Stewardship: Maintaining cleanliness and protecting the natural beauty of the region is a key custom, encouraging visitors to minimize their environmental impact during their stay.
Frequently Asked Questions About Kailua Pier Rentals by Owner
1. What are the top vacation rentals in Kailua Pier?
There are a lot of options in Kailua Pier. If you plan on staying in the Kailua Pier area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Kailua Pier:
- Breathtaking Kona Home - Heated Pool/Air conditioning and Beautiful Sunsets
- The Onion House "Architecture so full of life it seems to breathe"
- Kona Ocean View Home - Downtown, Fruit Trees, Sunset views
- Exotic Kona Bay Hawaii Beachfront Tropical Paradise Stunning Home.
- The “Promise Tree” is a great family gathering place in Kailua Kona!
- Rated 10 Stars Stunning Oceanfront Pool 4Bdrm Home Oct 27 2 Nov 13-24 walk2 Town
- Private tropical villa in Kona: Resort style heated pool, Hot tub & Ocean views
- Red Ginger Garden Studio
- OCEANFRONT BEACH HOUSE WITH SUNSET VIEWS AND PRIVATE POOL
- A perfect suite for temporary short term visitors
2. How many Rentbyowner vacation rentals are available in Kailua Pier?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 1112 in the Kailua Pier area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Kailua Pier.
3. What is the cancellation policy for rentals booked through Rent By Owner in this area?
4. How do I know if the rental by owner in Kailua Pier has all the necessary amenities?
5. Is there a secure payment process when booking rentals in this region?
6. Are there any house rules or restrictions I should be aware of before booking?
7. How can I contact the host if I have questions about my stay in this destination?
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