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

Kailua-Kona Rentals by Owner

Why Choose Rent By Owner for your Kailua-Kona 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-Kona

When should you plan your Rentals by Owner stay?

To make the most of your stay, consider visiting during the shoulder seasons when the weather is pleasant and the area offers a more relaxed atmosphere for your vacation in Kailua-Kona, Hawaii, USA.

Peak Season Highlights

spring
January to March

This is the prime time to visit, as the area enjoys pleasant weather and high visitor demand. It's ideal for those seeking a vibrant atmosphere and excellent outdoor activities.

Average Temperature Daytime: constantly warm and sunny, around 78-82°F - Nighttime: mild evenings, approximately 65-70°F
spring
June to August

The summer months bring peak tourism due to the warm climate and popular events. This period is perfect for enjoying the region's scenic beauty and lively local culture.

Average Temperature Daytime: hot and inviting, about 85-88°F - Nighttime: comfortable, near 70-73°F

Off-Season Highlights

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April to June

During this shoulder season, you may find fewer visitors and more favorable rental rates. The weather remains pleasant, making it a great time for exploring the region's natural beauty.

Average Temperature Daytime: warm and sunny, around 77-84°F - Nighttime: cooler evenings, approximately 64-69°F
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September to December

As the crowds thin out, this period offers a peaceful retreat with good weather and lower prices. It's an excellent time for travelers seeking tranquility and authentic local experiences.

Average Temperature Daytime: pleasantly warm, roughly 78-83°F - Nighttime: around 65-70°F

Weekly Weather Forecast for Kailua-Kona

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 dinners or casual breakfasts in the warm Hawaiian breeze.
  • Relax by private pools or hot tubs that provide a refreshing retreat after exploring the region’s sights.
  • Benefit from lush, landscaped gardens and yards offering a tranquil setting to unwind outdoors.
  • Make use of spacious patios or lanais equipped with comfortable seating to soak up the sunshine and coastal views.
  • Take advantage of beach gear storage such as surfboards, kayaks, or snorkeling equipment available for your adventures.
  • Look for outdoor grills or barbecue stations that make it easy to enjoy local cuisine with family and friends.
  • Discover outdoor shower facilities that are convenient for rinsing off after beach days or swimming excursions.
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Family Activities

  • Snorkeling at Kealakekua Bay: Discover the vibrant marine life and crystal-clear waters just a short drive from the area, offering a memorable underwater adventure for your family.
  • Visit the Hulihee Palace: Explore this historic Hawaiian mansion to learn about local history and enjoy beautiful views, making it a great cultural experience for all ages.
  • Relax at Magic Sands Beach: Spend a fun-filled day building sandcastles and swimming at this family-friendly beach known for its gentle waves and soft sands.
  • Explore the Kona Coffee Living History Farm: Engage with interactive exhibits and learn about the region’s famous coffee culture in an educational setting perfect for children and adults alike.
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Adult Activities

  • Snorkeling at Kealakekua Bay: Explore the vibrant marine life and clear waters that make this bay a top spot for underwater adventures in the area.
  • Visiting Hulihe‘e Palace: Experience Hawaiian history and culture through guided tours of this historic residence situated nearby.
  • Participating in a Manta Ray Night Snorkel or Dive: Encounter majestic manta rays gliding effortlessly beneath the stars along the coast here, offering a memorable aquatic experience.
  • Attending local luaus and cultural shows: Immerse yourself in authentic Hawaiian traditions and entertainment within the region’s lively outdoor venues.

Other Places to Stay in Kailua-Kona, HI

Kailua-Kona Travel Tips

How Can You Make the Most of Your Stay?

  • Explore local activities and tours: Take advantage of the region’s unique outdoor adventures and cultural experiences to enrich your stay.
  • Choose a rental with ocean views: Opt for accommodations that offer scenic vistas of the water to truly capture the essence of this coastal destination.
  • Respect the natural environment: Practice eco-friendly habits and follow guidelines to help preserve the area's pristine beaches and landscapes.
  • Plan your visit around seasonal events: Check the local calendar for festivals or events that showcase the area's vibrant community and traditions.

Transportation Options

  • Rental Car Services: You can conveniently rent a vehicle here to explore the area at your own pace and enjoy flexibility in your travel plans.
  • Public Bus Transit: Local bus options provide an affordable and reliable way to navigate around this popular Hawaiian destination.
  • Taxi and Ride-Sharing Services: Taxis and ride-sharing apps like Uber or Lyft offer quick and easy transportation for short trips across the region.
  • Shuttle Services: Scheduled shuttles connect you to major attractions and airports, making your transfer seamless during your stay by owner here.

Local Customs Options

  • Respect for Local Traditions: You should embrace the local customs that honor the Hawaiian culture, such as participating respectfully in traditional ceremonies or observing customary practices.
  • Hawaiian Language Etiquette: Learning a few Hawaiian words or phrases, like "aloha" and "mahalo," can enhance your interactions and show appreciation for regional language traditions in this destination.
  • Preserving Sacred Sites: When visiting historical or sacred sites around here, it’s important to follow guidelines and show reverence, helping to preserve the region’s cultural heritage.
  • Community and Hospitality: Engaging with local residents kindly and with gratitude reflects the region’s warm aloha spirit and enriches your experience on this island paradise.

Kailua-Kona Rentals by Owner Frequently Asked Questions

2. How many Rentbyowner vacation rentals are available in Kailua-Kona?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 2168 in the Kailua-Kona 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-Kona. 

3. What is the cancellation policy for a rental by owner in Kailua-Kona?

The cancellation policy varies by listing, so it is important to review the specific terms listed on the rental page or contact the owner directly to understand any applicable fees or timeframes.

4. How do I inquire about availability and amenities for a rental property here?

You can check the availability calendar and detailed amenities on the listing page. For additional questions, reaching out directly to the property owner ensures you receive accurate and personalized information.

5. Are there any specific check-in and check-out procedures I should know about?

Yes, each rental has its own check-in and check-out instructions provided by the owner. Be sure to review these details on the listing or communicate with the owner beforehand to ensure a smooth arrival and departure.

6. What safety and security features are included in rentals by owner in this destination?

Safety features vary per property but may include lockable doors, secure windows, and safety equipment. Confirm these details with the owner before booking to ensure your peace of mind during your stay.

7. Can I modify or extend my reservation if plans change?

Modification or extension options depend on the owner's policies. It's recommended to contact the owner directly as soon as possible to discuss potential changes and ensure availability.

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