Airbnb Management
Full-service Airbnb management for your short-term rental. Nationwide.
Makawao, Hawaii
In Makawao, Hawaii, guests can find a diverse range of Airbnb accommodations that cater to various preferences and budgets. Options include charming plantation-style homes that reflect the area's rich history, offering a cozy and authentic Hawaiian experience. For those seeking a more luxurious stay, there are upscale villas and modern homes with stunning views of the lush landscapes and nearby ocean. Nature enthusiasts might opt for rustic cabins or eco-friendly retreats nestled in the serene countryside, providing a peaceful escape. Additionally, there are unique stays such as yurts or tiny homes that offer a distinctive and intimate experience. Many of these accommodations are equipped with amenities like private lanais, outdoor showers, and access to tropical gardens, enhancing the island experience.
In Makawao, Hawaii, short-term vacation rentals, including Airbnbs, are subject to specific regulations to manage their impact on the community and housing market. These rentals are generally required to obtain a permit, known as a Short-Term Rental Home (STRH) permit, which is necessary for operating legally. The county enforces strict zoning laws, and short-term rentals are typically only allowed in designated areas. Additionally, operators must comply with the Transient Accommodations Tax (TAT) and the General Excise Tax (GET), which are levied on rental income. The TAT is a state tax specifically for short-term rentals, while the GET is a broader tax on business activities in Hawaii. Compliance with these regulations and taxes is crucial for Airbnb hosts to avoid penalties and ensure their operations are lawful.
Managing an Airbnb in Makawao, Hawaii, involves several key responsibilities to ensure a successful operation. Hosts need to focus on maintaining the property to meet high cleanliness and aesthetic standards, given the competitive market in this popular tourist destination. Regular communication with guests is essential to provide excellent customer service, address inquiries, and manage bookings efficiently. Additionally, compliance with local regulations and tax requirements is crucial, as Hawaii has specific laws governing short-term rentals. Marketing the property effectively through appealing listings and leveraging social media can help attract more guests. Finally, implementing sustainable practices can enhance the property's appeal, aligning with the eco-conscious values of many travelers visiting Hawaii.
Makawao, located on the island of Maui in Hawaii, offers a charming blend of rustic charm and vibrant local culture, making it an excellent choice for an Airbnb stay. The town is nestled in the lush upcountry region, providing a cooler climate and stunning views of the island's natural beauty. Staying near Makawao's historic downtown area allows visitors to enjoy its unique boutiques, art galleries, and local eateries, all within walking distance. For those seeking tranquility, accommodations on the outskirts offer serene settings surrounded by lush landscapes and easy access to nearby attractions like the Haleakalā National Park. Whether you're interested in exploring the local arts scene or enjoying the peaceful countryside, Makawao provides a delightful base for experiencing the diverse offerings of Maui.
Makawao, located on the island of Maui in Hawaii, presents a unique opportunity for Airbnb investment due to its blend of rustic charm and proximity to popular tourist destinations. Known for its vibrant arts scene and historic paniolo (Hawaiian cowboy) culture, Makawao attracts visitors seeking an authentic Hawaiian experience away from the bustling resort areas. The town's location offers easy access to the scenic Upcountry Maui, including attractions like Haleakalā National Park and the Road to Hana, making it an appealing base for tourists. The demand for short-term rentals in Makawao is bolstered by its picturesque setting and the growing trend of travelers seeking more personalized and immersive stays. However, potential investors should be mindful of local regulations and community sentiments regarding vacation rentals, as these can impact the viability and profitability of Airbnb properties in the area.
Makawao, located on the island of Maui in Hawaii, is a charming town known for its unique blend of Hawaiian and cowboy culture, attracting a steady stream of visitors throughout the year. The average Airbnb revenue in Makawao can vary significantly depending on factors such as location, property size, amenities, and seasonality. Generally, hosts in Makawao can expect to earn a moderate to high income due to the town's appeal as a tourist destination and its proximity to popular attractions like Haleakalā National Park and the scenic Upcountry Maui region. The peak tourist seasons, typically during the winter months and summer, often see increased bookings and higher nightly rates, contributing to greater revenue potential for Airbnb hosts. However, it's important for hosts to stay competitive by maintaining high property standards and offering unique experiences to maximize their earnings in this vibrant market.
Makawao, Hawaii, located on the island of Maui, experiences a relatively high occupancy rate for Airbnbs, largely due to its appeal as a year-round destination with a mild climate and proximity to popular attractions like Haleakalā National Park and the scenic Hana Highway. The occupancy rate tends to peak during the winter months, from December to March, when tourists from colder regions flock to Hawaii to escape the winter chill. Additionally, the summer months, particularly June through August, also see increased bookings as families and vacationers take advantage of school holidays. However, the shoulder seasons, such as late spring and early fall, may experience slightly lower occupancy rates, offering potential opportunities for travelers seeking fewer crowds and more competitive pricing. Overall, Makawao's Airbnb market benefits from Hawaii's consistent tourism demand, contributing to a generally robust occupancy rate throughout the year.
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.