1. USA
  2. Hawaii
  3. Kailua-Kona
  4. Kailua Pier
  5. Rentals by Owner

Kailua Pier Rentals by Owner

Why Choose Rent By Owner for your Kailua Pier vacation rental?

What makes our Rentals by Owner special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best 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

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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.

Average Temperature Daytime: around 78°F - Nighttime: around 65°F
summer
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.

Average Temperature Daytime: around 85°F - Nighttime: around 72°F

Off-Season Highlights

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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.

Average Temperature Daytime: around 79°F - Nighttime: around 66°F
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Autumn (September to November)

Autumn provides a quieter atmosphere with fewer visitors, making it an ideal time for peaceful exploration and booking vacation rentals.

Average Temperature Daytime: around 81°F - Nighttime: around 68°F

Weekly Weather Forecast for Kailua Pier

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

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.
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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.
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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

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?

Cancellation policies vary by owner; please review the specific listing details or contact the owner directly to understand the terms applicable to your reservation.

4. How do I know if the rental by owner in Kailua Pier has all the necessary amenities?

All amenities are detailed in each listing, so be sure to read the description carefully and reach out to the owner if you have any special requirements or questions.

5. Is there a secure payment process when booking rentals in this region?

Yes, Rent By Owner facilitates a secure payment system to protect both guests and owners; check the listing for specific payment instructions and options.

6. Are there any house rules or restrictions I should be aware of before booking?

House rules and restrictions are specified in each listing—review these carefully and contact the owner if you need clarification or have special requests.

7. How can I contact the host if I have questions about my stay in this destination?

You can message the owner directly through the Rent By Owner platform; they are available to assist with any questions or concerns prior to and during your stay.

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