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Discover Your Perfect Kailua (Maui) Rentals by Owner

Kailua (Maui) Rentals by Owner

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10.0 (3 Reviews)
Apartment
Maui Eco Retreat
  • Parking
  • View
  • Ocean View
View Availability
More Top-Rated Rentals by Owner in Kailua (Maui) Area

Why Choose Rent By Owner for your Kailua (Maui) 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 (Maui)

When should you plan your Rentals by Owner stay?

Timing your visit to this beautiful part of Hawaii ensures you experience its natural beauty at its best, whether you’re seeking quiet serenity or vibrant local events, making it the ideal choice for a memorable vacation in Kailua (Maui) or here in Haiku.

Peak Season Highlights

winter
Winter (December to February)

During the winter months, this destination experiences its peak season as visitors seek to escape colder climates and enjoy the warm Hawaiian climate. Expect lively atmospheres and higher demand for rental properties.

Average Temperature Daytime: around 78°F - Nighttime: about 65°F
summer
Summer (June to August)

The summer season marks another peak period when families and travelers flock to the area for sunny days and warm evenings. Book your rental early to secure the best options during this busy time of year.

Average Temperature Daytime: approximately 85°F - Nighttime: roughly 71°F

Off-Season Highlights

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Spring (March to May)

In spring, fewer visitors arrive, making it a great time to find more affordable rental options and enjoy less crowded beaches in this scenic region.

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

Autumn brings a quieter ambiance, ideal for those seeking a relaxed experience while still benefiting from pleasant weather and lower booking costs for vacation rentals here.

Average Temperature Daytime: approximately 81°F - Nighttime: roughly 68°F

Weekly Weather Forecast for Kailua (Maui)

How to Book Your Kailua (Maui) vacation rental

What's our booking process?

Our platform allows you to browse a curated selection of rentals by owner. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

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.

Explore and book the perfect rental in Kailua (Maui)

More Top-Rated Rentals by Owner in Kailua (Maui) Area

Common Rentals by Owner Amenities

What amenities can you expect?

Our Rentals by Owner are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

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 lush landscaping and tropical gardens right outside your door to enhance your outdoor experience.
  • Relax on private patios or lanais with comfortable seating, perfect for taking in the area's scenic views.
  • Take advantage of outdoor dining areas ideal for enjoying meals amidst the region's natural beauty.
  • Discover inviting swimming pools or hot tubs to unwind after exploring the area's attractions.
  • Utilize outdoor barbecue grills available at some rentals for memorable cookouts in this destination’s warm climate.
  • Benefit from easy access to nearby walking trails and nature paths for outdoor adventures in the area.
  • Capitalize on spacious yards or decks for outdoor activities and family gatherings under the Hawaiian sun.

Top Attractions Around Kailua (Maui)

What attractions are nearby?

In this scenic area, you can enjoy a variety of outdoor activities such as exploring lush trails, relaxing at beautiful beaches, and discovering local wildlife, all conveniently accessible from your rental by owner in Kailua (Maui), Haiku, Hawaii.

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Family Activities

  • Haiku Town Park and Sports Complex: Enjoy outdoor family fun at a local park offering playgrounds, sports fields, and picnic areas nestled in this peaceful part of the region.
  • Guided Farm Tours: Discover the area's agricultural roots through family-friendly farm tours that showcase local crops and sustainable practices.
  • Backroad Exploration and Scenic Drives: Take leisurely drives along scenic routes to experience breathtaking views and hidden spots perfect for family outings here.
  • Beach Day Activities: Spend quality time on nearby beaches with safe swimming, tide pools, and opportunities for building sandcastles and relaxing under the sun.
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Adult Activities

  • Snorkeling at Ho‘okipa Beach Park: Experience the vibrant marine life just off the coast here, making it a perfect spot for underwater adventures.
  • Hiking in Haiku Forest Reserve: Discover lush trails through this expansive forest, offering tranquil scenery and a chance to enjoy nature’s serenity.
  • Visiting local farms and coffee plantations: Tour the area's renowned farms to sample fresh produce and learn about Hawaii’s agricultural heritage.
  • Relaxing at the beach: Unwind on peaceful beaches nearby, where you can soak up the sun amidst picturesque surroundings.

Kailua (Maui) Travel Tips

How Can You Make the Most of Your Stay?

  • Plan your activities around the local climate: Be sure to review the weather patterns here so you can optimize your outdoor adventures and enjoy the region’s natural beauty at its best.
  • Choose accommodations with easy access to popular sites: Selecting a rental close to key attractions will help maximize your time exploring this destination's unique landscapes and cultural spots.
  • Embrace the local cuisine and markets: Visiting nearby farmers' markets and trying regional specialties allows you to experience the authentic flavors of the area during your stay.
  • Respect the environment and local customs: Being mindful of nature and community traditions ensures a responsible visit that preserves the area's charm for future travelers.

Transportation Options

  • Rental Car Services: You can conveniently rent a vehicle to explore the region at your own pace, with multiple companies offering flexible options tailored for visitors staying in this area.
  • Public Transit: Local bus services operate throughout the vicinity, providing an economical and eco-friendly way for you to navigate between popular spots in the region.
  • Shuttle Services: Many accommodation providers and tour operators offer shuttle options that connect you to key destinations and transportation hubs within the area.
  • Taxi and Rideshare Options: Reliable taxi and rideshare services are readily available for quick, direct trips around here, ensuring stress-free travel during your stay.

Local Customs Options

  • Respect for the Aloha Spirit: Embracing the warmth and friendliness of this destination, locals value genuine hospitality and kindness in every interaction.
  • Traditional Hawaiian Luaus: Attending a luau offers an authentic experience that celebrates local culture through music, dance, and traditional cuisine, which is highly appreciated here.
  • Environmental Respect and Conservation: The region encourages visitors to practice eco-friendly behaviors to preserve its natural beauty and fragile ecosystems.
  • Footwear Etiquette: Removing shoes before entering homes and some establishments reflects the area's deep-rooted customs of cleanliness and respect.

Frequently Asked Questions About Kailua (Maui) Rentals by Owner

1. What are the top vacation rentals in Kailua (Maui)?

There are a lot of options in Kailua (Maui). If you plan on staying in the Kailua (Maui) 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 (Maui):

2. How many Rentbyowner vacation rentals are available in Kailua (Maui)?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 47 in the Kailua (Maui) 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 (Maui). 

3. What is the cancellation policy for a rental by owner in Kailua, Maui, Haiku?

Cancellation policies can vary depending on the individual owner’s terms. It is recommended to review the specific listing details or contact the owner directly to understand the exact cancellation terms and potential fees associated with your stay.

4. How do I confirm the availability of a rental property in Haiku before booking?

Availability is typically shown on the listing page. For real-time confirmation, you should reach out to the property owner through the booking platform to ensure the dates are open and to ask any specific questions about the property.

5. Are pets allowed in rentals by owner located in this area?

Pet policies differ among owners, so it’s essential to check each listing’s pet rules carefully. You can confirm whether pets are permitted by reviewing the property description or contacting the owner directly.

6. What amenities are generally included in a rental by owner in the region?

Most rentals by owner in the area offer amenities such as fully equipped kitchens, Wi-Fi, and outdoor spaces. To find out about specific amenities, refer to the listing details or contact the owner for additional information.

7. How do I handle payment and security deposits when booking directly with an owner in this destination?

Payment methods and security deposit requirements vary per owner. Typically, secure payment options are provided through the booking platform, and details about deposits are outlined in the listing. Always communicate directly with the owner to clarify payment processes and refund policies.

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More Top-Rated Rentals by Owner in Kailua (Maui) Area