Airbnb Management
Full-service Airbnb management for your short-term rental. Nationwide.
Kailua-Kona, Hawaii
In Kailua-Kona, Hawaii, guests can choose from a diverse range of Airbnb accommodations that cater to various preferences and budgets. Options include luxurious oceanfront villas offering stunning views of the Pacific, perfect for those seeking a high-end, private retreat. For a more local experience, travelers can opt for charming, traditional Hawaiian-style bungalows or cottages nestled amidst lush tropical gardens. There are also modern condos and apartments available, often located near the bustling town center, providing easy access to local shops, restaurants, and beaches. Additionally, budget-conscious visitors can find cozy rooms in shared homes, where they can enjoy the warmth of Hawaiian hospitality. Whether seeking a serene escape or a convenient base for exploring the island, Kailua-Kona's Airbnb offerings provide a variety of choices to suit different tastes and needs.
In Kailua-Kona, Hawaii, short-term vacation rentals, including Airbnbs, are subject to specific regulations and taxes. The County of Hawaii requires that all short-term vacation rentals (STVRs) in the region, including Kailua-Kona, be registered and have a non-transferable STVR registration number. These rentals must comply with zoning laws, meaning they are generally allowed in areas designated for resort use but may face restrictions in residential zones. Additionally, owners must adhere to operational standards, such as providing a local contact person who can respond to issues within a certain timeframe. Regarding taxes, Airbnb hosts in Kailua-Kona are required to collect and remit the Transient Accommodations Tax (TAT) and the General Excise Tax (GET) on their rental income. These taxes are crucial for compliance and contribute to state and local revenues.
Managing an Airbnb in Kailua-Kona, Hawaii, involves several key tasks to ensure a successful operation. Hosts need to focus on maintaining the property to meet high cleanliness and aesthetic standards, given the competitive market and guest expectations in this popular tourist destination. Regular communication with guests is crucial, from providing detailed check-in instructions to offering local recommendations and addressing any issues promptly. Additionally, managing bookings efficiently to maximize occupancy while adhering to local regulations and tax requirements is essential. Hosts should also consider implementing dynamic pricing strategies to optimize revenue based on seasonal demand fluctuations. Finally, fostering positive guest experiences can lead to favorable reviews, which are vital for maintaining a strong online presence and attracting future bookings.
Kailua-Kona, located on the west coast of Hawaii's Big Island, offers several appealing areas for an Airbnb stay, each with its unique charm. The historic Kailua Village is a popular choice, providing easy access to local shops, restaurants, and the scenic Ali'i Drive, which runs along the coastline. For those seeking a more tranquil experience, the Holualoa area, nestled on the slopes of Hualālai Volcano, offers lush landscapes and a vibrant arts community. Keauhou is another excellent option, known for its upscale resorts, golf courses, and proximity to snorkeling spots like Kahalu'u Beach Park. Each of these areas provides a distinct taste of Kailua-Kona's natural beauty and cultural richness, making them ideal for visitors looking to explore the island's diverse offerings.
Kailua-Kona, Hawaii, is a prime location for investing in Airbnb properties due to its year-round tropical climate, stunning beaches, and vibrant local culture, which attract a steady stream of tourists. The area's proximity to major attractions such as the Mauna Kea Observatory, Hawaii Volcanoes National Park, and the Kona Coffee Living History Farm enhances its appeal to diverse traveler demographics. Additionally, Kailua-Kona's reputation for hosting events like the Ironman World Championship further boosts short-term rental demand. The local real estate market offers a range of property types, from oceanfront condos to charming bungalows, providing investors with various options to cater to different guest preferences. However, potential investors should be mindful of local regulations and community sentiments regarding short-term rentals to ensure compliance and sustainable operations.
As of the latest data, Kailua-Kona, Hawaii, has seen a robust performance in its Airbnb market, with average monthly revenues reflecting the area's popularity as a tourist destination. Hosts in Kailua-Kona typically earn a substantial income, with average monthly revenues often ranging between $3,000 to $5,000, depending on factors such as location, property size, amenities, and seasonality. The region's appeal, driven by its scenic beaches, vibrant marine life, and cultural attractions, contributes to a high occupancy rate, particularly during peak travel seasons. This consistent demand allows hosts to maintain competitive pricing, further enhancing their revenue potential. However, it's important to note that these figures can fluctuate based on market dynamics, local regulations, and broader economic conditions.
Kailua-Kona, Hawaii, experiences a relatively high occupancy rate for Airbnbs, largely due to its appeal as a year-round tourist destination with a tropical climate. The occupancy tends to peak during the winter months, from December to March, when visitors from colder regions flock to the island to escape harsh weather, coinciding with the holiday season. Another notable increase in occupancy occurs during the summer months, particularly from June to August, as families and vacationers take advantage of school breaks and favorable weather conditions. However, the shoulder seasons, particularly in late spring and early fall, may see a slight dip in occupancy rates, offering potential opportunities for travelers seeking less crowded experiences and possibly lower accommodation prices. Overall, Kailua-Kona's Airbnb market benefits from consistent demand driven by its natural attractions, cultural events, and outdoor activities.
Why Choose Checkmate Rentals?
![]() | Other Property Managers | |
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Cost | Starting at 15% fee | 25-40% fee |
Guest Communications | Guest response within 10 minutes, 24 hours a day | Sporadic guest communications |
Host Communications | Designated host call in phone line | Bot response assistants |
Insurance | Full damage protection for every reservation | Unreliable insurance coverage |
Contract | No annual agreements | Contract lock-ins |
Checkmate Rentals

Attract Guests
List on top booking sites
Optimize listings for SEO
Feature show-stopping photos
Competitive, dynamic pricing
Mangage Operations
Tailored pricing algorithms
24/7 guest service
Reliable, professional cleaning
Restocking & inventory management
Maintenance coordination


Host Care
Unlimited owner stays
Flexible contract options
East to use host portal
Set it and forget it billing
Exclusive insurance discounts via our partner network
Get in touch with us.

Checkmate Rentals is a full-service property manager. That means the Airbnb listing, the home, the guest and the work is our responsibility.
Local Team Support
Know that you have a friendly, accessible team right up the road to handle any property needs.
Guest Screenings
Book only the most qualified guests 25 and over who’ll enjoy your home the right way.
Unlimited Owner Use
Block off your vacation days with ease, and enjoy your home as often as you want.
Reliable Property Maintenance
Keep your home running smoothly around the clock with a fast, reliable maintenance team.
Transparent Finances
Transparent Finances Booking payouts get paid directly to you for full financial transparency. We never handle your money.
Fast 24/7 Guest Communication
Make every guest feel cared for with industry best response times of 1-15 minutes day and night.
Marketing
Target, attract & book qualified guests with photography, email marketing, and optimized listings.
Revenue Management
Get the competitive edge with dynamic pricing and rates optimized daily by your pricing manager.

Ready to make the jump?
Let's get started! Schedule a call today to learn more about Checkmate Rentals.