Airbnb Management
Full-service Airbnb management for your short-term rental. Nationwide.
Kihei, Hawaii
In Kihei, Hawaii, guests can choose from a diverse range of Airbnb accommodations that cater to various preferences and budgets. Options include beachfront condos that offer stunning ocean views and easy access to the sandy shores, perfect for those looking to enjoy the sun and surf. There are also cozy cottages and bungalows nestled in lush tropical gardens, providing a more secluded and tranquil experience. For larger groups or families, spacious villas and houses with multiple bedrooms and amenities like private pools and lanais are available. Additionally, budget-conscious travelers can find comfortable rooms in shared homes or guesthouses, offering a more local and communal experience. Each type of accommodation in Kihei reflects the laid-back and scenic charm of Maui, ensuring a memorable stay for all visitors.
In Kihei, 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 be located in designated resort areas or obtain a special permit if outside these zones. Hosts must register their properties with the County of Maui and display their permit number in all advertisements. Additionally, they must comply with zoning laws and ensure that their operations do not disrupt the neighborhood. Regarding taxes, hosts are required to pay the Transient Accommodations Tax (TAT) and the General Excise Tax (GET) on their rental income. These taxes are crucial for contributing to the local economy and supporting infrastructure impacted by tourism. Failure to comply with these regulations can result in significant fines and penalties.
Managing an Airbnb in Kihei, 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 crucial, from providing detailed check-in instructions to addressing any inquiries or 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. Lastly, offering personalized recommendations for local attractions and activities can enhance the guest experience, encouraging positive reviews and repeat bookings.
Kihei, located on the sunny southwest shore of Maui, offers a variety of appealing areas for Airbnb stays, each with its own unique charm. The beachfront area along South Kihei Road is particularly popular, providing easy access to stunning beaches like Kamaole Beach Parks I, II, and III, where visitors can enjoy swimming, snorkeling, and breathtaking sunsets. This area is also bustling with local eateries, shops, and vibrant nightlife, making it convenient for those who want to explore local culture and cuisine. For a quieter experience, the northern part of Kihei offers a more laid-back atmosphere with beautiful ocean views and proximity to the Kealia Pond National Wildlife Refuge, perfect for nature enthusiasts. Whether you're seeking adventure or relaxation, Kihei's diverse neighborhoods cater to a wide range of preferences, ensuring a memorable stay.
Kihei, Hawaii, is an attractive market for Airbnb investment due to its stunning beaches, vibrant local culture, and year-round warm climate, making it a popular destination for tourists. The area's strong demand for short-term rentals is driven by its proximity to major attractions like the Haleakalā National Park and the scenic Road to Hana. Kihei offers a range of property types, from beachfront condos to luxury homes, catering to diverse traveler preferences. The local government's supportive stance on vacation rentals, coupled with Hawaii's robust tourism industry, enhances the potential for high occupancy rates and lucrative returns. However, investors should remain mindful of regulations and seasonal fluctuations in tourism to maximize their investment's success.
Kihei, Hawaii, is a popular destination for tourists seeking a tropical getaway, and this is reflected in the average Airbnb revenue for hosts in the area. Due to its prime location on the island of Maui, with beautiful beaches and a variety of outdoor activities, Kihei attracts a steady stream of visitors throughout the year. As a result, Airbnb hosts in Kihei typically enjoy higher-than-average occupancy rates, especially during peak travel seasons such as winter and summer. The average revenue for Airbnb properties in Kihei can vary significantly based on factors such as property size, amenities, and proximity to the beach, but overall, hosts can expect to generate substantial income, particularly if they offer well-maintained and strategically marketed accommodations.
Kihei, Hawaii, experiences a relatively high occupancy rate for Airbnbs, largely due to its appeal as a tropical destination with beautiful beaches and a warm climate. The occupancy rate tends to peak during the winter months, from December to March, when tourists from colder regions flock to the island to escape the cold. This period coincides with the high season for tourism in Hawaii, leading to increased demand for short-term rentals. Conversely, the occupancy rate typically dips during the late spring and fall months, which are considered the shoulder seasons. Despite these fluctuations, Kihei maintains a steady stream of visitors year-round, supported by its attractions and favorable weather, ensuring a consistently robust market for Airbnb hosts.
Why Choose Checkmate Rentals?
![]() | Other Property Managers | |
---|---|---|
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.