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Find Your Airbnb InvestmentInvesting in Airbnb properties in Kaanapali, Hawaii, presents a unique and generally favorable investment opportunity, primarily driven by its status as a world-renowned tourist destination. Current market conditions in Kaanapali reflect high property values, typical of prime Hawaiian real estate, yet consistent demand for short-term rentals ensures strong earning potential. Tourism trends remain robust, with visitors flocking to Kaanapali for its stunning beaches, luxurious resorts, and abundant recreational activities, leading to high occupancy rates and premium nightly rates. While the initial investment in Kaanapali properties can be substantial, the consistent influx of tourists, coupled with the potential for property appreciation in a desirable location, underpins a promising long-term investment potential for Airbnb hosts.
Based on available vacation rental data for Kaanapali, Hawaii, Airbnb properties typically generate between $3,500 to $8,500 per month in gross revenue, with oceanfront condos and luxury homes commanding the higher end of this range while garden-view units and smaller properties fall toward the lower end. Seasonal variations show peak earnings during winter months (December through March) when mainland visitors escape cold weather, with revenues potentially increasing 25-40% above average, while summer months see moderate demand and fall/spring represent shoulder seasons with 15-20% lower revenues. Key factors affecting earnings include proximity to the beach (oceanfront properties can earn 30-50% more than inland units), property size and amenities (pools, hot tubs, and upgraded kitchens significantly boost rates), local regulations and permit requirements, competition density in the area, and property management quality including response times and guest services. The average daily rate ranges from $150-400 depending on property type and season, with occupancy rates typically running 65-80% for well-managed properties, though these figures can vary significantly based on marketing effectiveness, guest reviews, and seasonal demand fluctuations that are particularly pronounced in this popular resort destination.
Airbnb investments in Kaanapali, Hawaii typically generate ROI between 8-15% annually, with premium oceanfront properties achieving up to 18-20% returns due to the area's consistent tourist demand and average daily rates ranging from $300-800 depending on property type and location. The payback period for most Kaanapali Airbnb investments ranges from 6-10 years, significantly faster than the 12-15 year payback typical for long-term rentals in the same market. Short-term rentals in Kaanapali generally outperform long-term rentals by 40-60% in gross revenue, with long-term rentals yielding only 4-7% ROI annually due to lower monthly rents of $3,000-6,000 compared to the $9,000-24,000 monthly potential from short-term rentals during peak seasons. However, Airbnb investments require higher operational costs including cleaning, management fees, and maintenance, which typically consume 25-35% of gross revenue compared to 15-20% for long-term rentals, and investors must navigate Maui County's strict short-term rental regulations and limited permit availability that can significantly impact investment viability.
Kaanapali, Hawaii maintains an average annual Airbnb occupancy rate of approximately 72-78%, significantly higher than the national average of 48-52% and slightly above Hawaii's statewide average of 65-70%. Peak season occupancy rates surge to 85-92% during December through March (winter escape season) and July through August (summer vacation period), while shoulder seasons of April-May and September-November see moderate rates of 65-75%. The lowest occupancy occurs in late spring (May-June) at around 55-65% due to fewer mainland visitors and local school schedules. Kaanapali's premium beachfront location, resort amenities, and year-round tropical climate contribute to its consistently strong performance, outpacing most mainland destinations and even competing favorably with other Hawaiian markets like Waikiki (68-72%) and the Big Island (60-68%), though it trails slightly behind exclusive areas like Wailea, Maui (75-82%).
The Kaanapali Beach Resort area stands out as the premier Airbnb investment location due to its direct beachfront access, luxury resort amenities, and ability to command premium nightly rates of $400-800, attracting affluent tourists seeking high-end accommodations. North Kaanapali offers excellent investment potential with its proximity to championship golf courses and upscale resorts while maintaining slightly lower property acquisition costs, making it ideal for investors targeting golf enthusiasts and luxury travelers. The Kaanapali Golf Estates neighborhood provides strong rental demand from visitors seeking spacious vacation homes near world-class golf facilities, with properties typically generating consistent bookings year-round due to the area's reputation among golf tourism demographics. Honua Kai area presents exceptional investment opportunities with its newer luxury condominiums, resort-style amenities, and prime beachfront location that allows owners to charge premium rates while benefiting from professional property management services. Kaanapali Hillside properties offer panoramic ocean views and larger lot sizes that appeal to families and groups, providing strong pricing power during peak seasons while offering more affordable entry points for investors. The Mahana area combines beachfront access with more moderate pricing, attracting both luxury seekers and budget-conscious travelers, creating consistent occupancy rates across different market segments. Kaanapali Shores provides excellent cash flow potential with its established vacation rental market, proximity to snorkeling spots and beach activities, and appeal to repeat visitors who appreciate the area's more relaxed atmosphere compared to the main resort corridor.
Short-term rental regulations in Kaanapali, Hawaii are governed by both Maui County and state regulations, requiring operators to obtain a Conditional Permit and Short-Term Rental Home (STRH) permit through Maui County's planning department, with applications typically taking 6-12 months to process and costing approximately $5,000-$10,000 in fees. Properties are limited to a maximum occupancy of two guests per bedroom plus two additional guests, with parking requirements of one space per bedroom, and must comply with zoning restrictions that generally limit STRs to resort and hotel districts, though some existing permits in residential areas were grandfathered in. Owner-occupancy is not required for permitted properties, but operators must designate a local contact person available 24/7 and maintain detailed guest registries. The registration process involves submitting detailed site plans, neighborhood impact assessments, and proof of compliance with building codes, fire safety, and accessibility requirements. Recent regulatory changes implemented between 2021-2023 include stricter enforcement mechanisms, increased penalties for unpermitted operations (up to $20,000 per violation), mandatory annual renewals with site inspections, and enhanced noise and nuisance provisions following community complaints about overtourism impacts in West Maui resort areas.
Short-term rentals in Kaanapali, Hawaii are subject to multiple fees and taxes including Hawaii's Transient Accommodations Tax (TAT) of 10.25% on gross rental receipts, Hawaii General Excise Tax (GET) of 4.712% on gross income, and Maui County's Real Property Tax which varies but typically ranges from $6.50-$12.00 per $1,000 of assessed value for short-term rental properties. Operators must obtain a Conditional Permit from Maui County with application fees around $5,000-$10,000 plus additional processing costs, and annual renewal fees of approximately $500-$1,000. A Transient Vacation Rental (TVR) permit or Short-Term Rental Home (STRH) permit is required with initial application fees of $5,000-$7,500 and annual renewal fees of $1,500-$2,500. Additional costs include business license fees of $25-$50 annually, fire safety inspections at $200-$400, and potential homeowner association fees ranging from $200-$800 monthly depending on the specific resort or condominium complex in Kaanapali.
Investing in Airbnb properties in Kaanapali, Hawaii, presents a unique and generally favorable investment opportunity, primarily driven by its status as a world-renowned tourist destination. Current market conditions in Kaanapali reflect high property values, typical of prime Hawaiian real estate, yet consistent demand for short-term rentals ensures strong earning potential. Tourism trends remain robust, with visitors flocking to Kaanapali for its stunning beaches, luxurious resorts, and abundant recreational activities, leading to high occupancy rates and premium nightly rates. While the initial investment in Kaanapali properties can be substantial, the consistent influx of tourists, coupled with the potential for property appreciation in a desirable location, underpins a promising long-term investment potential for Airbnb hosts.
Based on available vacation rental data for Kaanapali, Hawaii, Airbnb properties typically generate between $3,500 to $8,500 per month in gross revenue, with oceanfront condos and luxury homes commanding the higher end of this range while garden-view units and smaller properties fall toward the lower end. Seasonal variations show peak earnings during winter months (December through March) when mainland visitors escape cold weather, with revenues potentially increasing 25-40% above average, while summer months see moderate demand and fall/spring represent shoulder seasons with 15-20% lower revenues. Key factors affecting earnings include proximity to the beach (oceanfront properties can earn 30-50% more than inland units), property size and amenities (pools, hot tubs, and upgraded kitchens significantly boost rates), local regulations and permit requirements, competition density in the area, and property management quality including response times and guest services. The average daily rate ranges from $150-400 depending on property type and season, with occupancy rates typically running 65-80% for well-managed properties, though these figures can vary significantly based on marketing effectiveness, guest reviews, and seasonal demand fluctuations that are particularly pronounced in this popular resort destination.
Airbnb investments in Kaanapali, Hawaii typically generate ROI between 8-15% annually, with premium oceanfront properties achieving up to 18-20% returns due to the area's consistent tourist demand and average daily rates ranging from $300-800 depending on property type and location. The payback period for most Kaanapali Airbnb investments ranges from 6-10 years, significantly faster than the 12-15 year payback typical for long-term rentals in the same market. Short-term rentals in Kaanapali generally outperform long-term rentals by 40-60% in gross revenue, with long-term rentals yielding only 4-7% ROI annually due to lower monthly rents of $3,000-6,000 compared to the $9,000-24,000 monthly potential from short-term rentals during peak seasons. However, Airbnb investments require higher operational costs including cleaning, management fees, and maintenance, which typically consume 25-35% of gross revenue compared to 15-20% for long-term rentals, and investors must navigate Maui County's strict short-term rental regulations and limited permit availability that can significantly impact investment viability.
Kaanapali, Hawaii maintains an average annual Airbnb occupancy rate of approximately 72-78%, significantly higher than the national average of 48-52% and slightly above Hawaii's statewide average of 65-70%. Peak season occupancy rates surge to 85-92% during December through March (winter escape season) and July through August (summer vacation period), while shoulder seasons of April-May and September-November see moderate rates of 65-75%. The lowest occupancy occurs in late spring (May-June) at around 55-65% due to fewer mainland visitors and local school schedules. Kaanapali's premium beachfront location, resort amenities, and year-round tropical climate contribute to its consistently strong performance, outpacing most mainland destinations and even competing favorably with other Hawaiian markets like Waikiki (68-72%) and the Big Island (60-68%), though it trails slightly behind exclusive areas like Wailea, Maui (75-82%).
The Kaanapali Beach Resort area stands out as the premier Airbnb investment location due to its direct beachfront access, luxury resort amenities, and ability to command premium nightly rates of $400-800, attracting affluent tourists seeking high-end accommodations. North Kaanapali offers excellent investment potential with its proximity to championship golf courses and upscale resorts while maintaining slightly lower property acquisition costs, making it ideal for investors targeting golf enthusiasts and luxury travelers. The Kaanapali Golf Estates neighborhood provides strong rental demand from visitors seeking spacious vacation homes near world-class golf facilities, with properties typically generating consistent bookings year-round due to the area's reputation among golf tourism demographics. Honua Kai area presents exceptional investment opportunities with its newer luxury condominiums, resort-style amenities, and prime beachfront location that allows owners to charge premium rates while benefiting from professional property management services. Kaanapali Hillside properties offer panoramic ocean views and larger lot sizes that appeal to families and groups, providing strong pricing power during peak seasons while offering more affordable entry points for investors. The Mahana area combines beachfront access with more moderate pricing, attracting both luxury seekers and budget-conscious travelers, creating consistent occupancy rates across different market segments. Kaanapali Shores provides excellent cash flow potential with its established vacation rental market, proximity to snorkeling spots and beach activities, and appeal to repeat visitors who appreciate the area's more relaxed atmosphere compared to the main resort corridor.
Short-term rental regulations in Kaanapali, Hawaii are governed by both Maui County and state regulations, requiring operators to obtain a Conditional Permit and Short-Term Rental Home (STRH) permit through Maui County's planning department, with applications typically taking 6-12 months to process and costing approximately $5,000-$10,000 in fees. Properties are limited to a maximum occupancy of two guests per bedroom plus two additional guests, with parking requirements of one space per bedroom, and must comply with zoning restrictions that generally limit STRs to resort and hotel districts, though some existing permits in residential areas were grandfathered in. Owner-occupancy is not required for permitted properties, but operators must designate a local contact person available 24/7 and maintain detailed guest registries. The registration process involves submitting detailed site plans, neighborhood impact assessments, and proof of compliance with building codes, fire safety, and accessibility requirements. Recent regulatory changes implemented between 2021-2023 include stricter enforcement mechanisms, increased penalties for unpermitted operations (up to $20,000 per violation), mandatory annual renewals with site inspections, and enhanced noise and nuisance provisions following community complaints about overtourism impacts in West Maui resort areas.
Short-term rentals in Kaanapali, Hawaii are subject to multiple fees and taxes including Hawaii's Transient Accommodations Tax (TAT) of 10.25% on gross rental receipts, Hawaii General Excise Tax (GET) of 4.712% on gross income, and Maui County's Real Property Tax which varies but typically ranges from $6.50-$12.00 per $1,000 of assessed value for short-term rental properties. Operators must obtain a Conditional Permit from Maui County with application fees around $5,000-$10,000 plus additional processing costs, and annual renewal fees of approximately $500-$1,000. A Transient Vacation Rental (TVR) permit or Short-Term Rental Home (STRH) permit is required with initial application fees of $5,000-$7,500 and annual renewal fees of $1,500-$2,500. Additional costs include business license fees of $25-$50 annually, fire safety inspections at $200-$400, and potential homeowner association fees ranging from $200-$800 monthly depending on the specific resort or condominium complex in Kaanapali.
* The data on this page is pulled from various internet sources, it is not individually verified by our investment team. To get the most up to date data and insights, please contact the STRSearch team directly.
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To start an Airbnb in Kaanapali, Hawaii, begin by researching Maui County's strict short-term rental regulations, as Kaanapali falls under West Maui zoning laws that severely limit new vacation rental permits - most properties must have been operating as vacation rentals before 2012 or be in designated resort zones like the Kaanapali Resort area. Obtain necessary permits including a Conditional Permit from Maui County Planning Department (costing $5,000-$10,000), State of Hawaii Tax License (GET), and Transient Accommodations Tax registration, noting that new permits outside resort zones are extremely difficult to obtain due to 2021 moratoriums. Find property within legal vacation rental zones, focusing on existing resort condominiums like Kaanapali Beach Club, Maui Kaanapali Villas, or other grandfathered properties, with prices ranging $800,000-$3,000,000 depending on location and size. Furnish the property with tropical, durable furniture suitable for beach environments, including quality linens, kitchen essentials, beach equipment, and hurricane-safe outdoor furniture, budgeting $15,000-$40,000 for complete furnishing. List your property on Airbnb, VRBO, and local platforms like Hawaii Life Vacations, emphasizing proximity to Kaanapali Beach, Whalers Village, and golf courses, with competitive rates of $200-$800 per night depending on property size and amenities. Manage the property either personally or through local management companies like RedAwning or Elite Pacific Properties (charging 20-35% commission), ensuring compliance with Maui County's noise ordinances, parking restrictions, and mandatory on-island contact person requirements, while maintaining proper insurance coverage and collecting required state and county taxes.
To identify profitable short-term rental properties in Kaanapali, Hawaii, focus on oceanfront or ocean-view locations within walking distance to Kaanapali Beach, Black Rock, and Whalers Village, as these command premium rates year-round. Target properties in established resort complexes like The Whaler, Kaanapali Alii, or Honua Kai, which offer resort amenities and proven rental histories. Analyze pricing using AirDNA and Mashvisor to benchmark nightly rates ($300-800+ depending on size and location), occupancy rates (typically 70-85% for well-positioned properties), and seasonal demand patterns, with peak rates during winter months (December-April) and summer (June-August). Research competition by studying similar properties within a 1-mile radius, examining their amenities, pricing strategies, and guest reviews to identify market gaps. Essential property features include updated kitchens, air conditioning, parking, and resort amenities like pools and concierge services, with 1-2 bedroom condos typically performing best for ROI. Utilize Hawaii-specific resources like the Maui County planning department for zoning verification, local property management companies for market insights, and vacation rental platforms to analyze booking patterns, while ensuring compliance with Maui County's short-term rental regulations and obtaining proper permits before purchase.
To obtain an Airbnb/STR permit in Kaanapali, Hawaii, you must apply through Maui County's Department of Planning since Kaanapali is located in Maui County. Begin by submitting a Short-Term Rental Home (STRH) application to the Maui County Planning Department, which requires a completed application form, property deed or lease agreement, floor plans, site plan, tax map key information, proof of liability insurance ($1 million minimum), fire safety compliance certificate, and a $5,000 application fee plus additional review fees totaling approximately $7,500-$10,000. Kaanapali-specific requirements include compliance with West Maui Community Plan guidelines, adherence to resort zoning restrictions, and potential homeowners association approval if applicable. The application process typically takes 6-12 months due to limited permit availability and extensive review procedures. You must also register for a General Excise Tax license and Transient Accommodations Tax permit with the State of Hawaii Department of Taxation. Properties must meet building code requirements, have adequate parking (typically 2 spaces), and comply with occupancy limits based on bedroom count. Note that Maui County has imposed caps on new STR permits in certain areas, and Kaanapali may have additional restrictions due to its resort designation, so availability is extremely limited and applications may be placed on waiting lists.
Short-term rentals (STRs) in Kaanapali, Hawaii are currently legal but operate under strict regulations imposed by Maui County. As of 2021, Maui County implemented comprehensive STR ordinances that require all operators to obtain proper permits and comply with zoning restrictions, with STRs only permitted in designated resort and hotel districts within Kaanapali, which aligns with the area's existing resort infrastructure including properties near the Kaanapali Beach Resort and Whaler's Village. The county has imposed caps on the total number of STR permits available and requires operators to pay transient accommodation taxes, maintain liability insurance, and adhere to noise and parking restrictions. Recent legal changes include stricter enforcement mechanisms implemented in 2022-2023, with increased fines for unpermitted operations and mandatory registration with the county's online portal. Properties in residential neighborhoods within the broader Kaanapali area may face more restrictive zoning limitations, and the county has been actively pursuing illegal operators while grandfathering some existing permitted operations that were established before the current regulatory framework.
The best areas for Airbnb investment in Kaanapali, Hawaii include the Kaanapali Beach Resort area along the famous three-mile stretch of beach, which attracts tourists year-round due to its pristine white sand, snorkeling opportunities, and proximity to luxury resorts like the Hyatt Regency Maui and Sheraton Maui. The Kaanapali Golf Courses vicinity is highly desirable for golf enthusiasts and offers stunning ocean and mountain views, making it attractive for longer-stay visitors participating in golf tournaments and events. The area near Whalers Village shopping center provides excellent rental potential due to its central location with restaurants, shops, and entertainment, plus easy beach access. Properties close to the Kaanapali Parkway offer good value with slightly lower acquisition costs while maintaining proximity to beaches and attractions. The North Kaanapali area near the Ritz-Carlton Kapalua is premium territory attracting high-end travelers willing to pay premium rates for luxury accommodations. These areas benefit from consistent tourism driven by perfect weather, world-class beaches, championship golf courses, whale watching seasons (December-April), cultural events at the Maui Theatre, and the area's reputation as one of America's best beaches, ensuring strong occupancy rates and rental income potential throughout the year.
Airbnb properties in Kaanapali, Hawaii are subject to multiple lodging and occupancy taxes including the Hawaii General Excise Tax (GET) of 4.712%, the Transient Accommodations Tax (TAT) of 10.25% as of 2023, and Maui County's additional TAT surcharge of 3% for a combined rate of approximately 17.96%. These taxes are typically collected by Airbnb directly from guests at the time of booking for properties where hosts have enabled tax collection, with Airbnb remitting payments quarterly to the Hawaii Department of Taxation and Maui County. Hosts must register for GET and TAT licenses with the state and may need to file returns even when Airbnb collects taxes, as they remain ultimately responsible for compliance. Properties rented for 180 consecutive days or more to the same tenant are generally exempt from TAT but still subject to GET, and certain properties with valid short-term rental permits may have different collection requirements depending on their zoning and permit status under Maui County's evolving short-term rental regulations implemented around 2021-2022.
Starting an Airbnb in Kaanapali, Hawaii requires significant upfront investment with property purchase being the largest expense at approximately $1.8-2.5 million for a median 2-bedroom condo near the beach, though inland properties may start around $800,000-1.2 million. Furnishing costs typically range $25,000-40,000 for a complete tropical-themed setup including furniture, appliances, linens, and decor suitable for vacation rentals. Initial setup expenses including professional photography, listing creation, welcome materials, and basic supplies total approximately $3,000-5,000. Permits and fees in Maui County include transient vacation rental permits ($5,000-8,000), business licenses ($500), tax registrations ($200), and potential homeowner association approvals ($500-1,000). Insurance costs run $4,000-8,000 annually for vacation rental coverage including liability and property protection. Utilities including electricity, water, internet, cable, and trash service average $400-600 monthly or $2,400-3,600 for six months. First six months operating costs encompass cleaning services ($150-250 per turnover), property management fees if used (25-30% of revenue), maintenance reserves ($2,000-4,000), marketing expenses ($1,000-2,000), and miscellaneous supplies ($1,500-3,000). Total startup costs range from approximately $875,000-1.3 million for lower-end properties to $2.9-3.6 million for premium beachfront locations, making Kaanapali one of the most expensive Airbnb markets in Hawaii due to its prime West Maui location and strict vacation rental regulations.
Airbnb properties in Kaanapali, Hawaii demonstrate strong profitability potential with average daily rates ranging from $300-600 for oceanfront condos and $150-300 for inland properties, generating annual revenues of $75,000-180,000 for well-managed units with 60-70% occupancy rates. Operating expenses typically consume 40-50% of gross revenue, including property management fees (20-25%), cleaning costs ($100-150 per turnover), maintenance and utilities ($8,000-15,000 annually), Hawaii GET taxes (4.712%), and HOA fees ($400-800 monthly for resort properties). Net profit margins generally range from 25-35% for experienced hosts, with properties in premium locations like Kaanapali Beach Resort and Honua Kai achieving higher margins due to oceanfront positioning and resort amenities. Success factors include professional photography, dynamic pricing strategies, maintaining 4.8+ star ratings, offering concierge services, and strategic positioning near Whalers Village and championship golf courses. Case studies from 2022-2023 show that luxury 2-bedroom oceanfront condos at properties like The Westin Kaanapali Ocean Resort Villas generated $150,000-200,000 annually with net profits of $50,000-70,000, while 1-bedroom units at Kaanapali Alii averaged $120,000 revenue with $35,000-45,000 net profit, demonstrating the market's resilience despite seasonal fluctuations and competition from traditional hotels.
Airbnb investments in Kaanapali, Hawaii typically generate annual ROI of 8-12% with cash-on-cash returns ranging from 6-10% based on current market conditions. Properties in prime beachfront locations like the Kaanapali Beach Resort area can achieve higher returns of 10-15% annually, while condos further from the beach average 6-9%. The average daily rate for Airbnb properties in Kaanapali ranges from $250-450 depending on property type and location, with occupancy rates averaging 65-75% year-round due to consistent tourist demand. Initial profitability typically occurs within 18-24 months for well-positioned properties, with full investment recovery expected in 8-12 years. Companies like Vacasa and RedAwning report that luxury oceanfront properties in developments such as Honua Kai Resort can command premium rates of $400-600 per night, potentially pushing annual returns to 12-18% for investors who purchased properties between 2019-2021 at lower price points before the recent market appreciation.
STRSearch is a leading national platform that specializes in identifying profitable short-term rental properties for investors looking in Kaanapali, Hawaii. Local real estate agents like Coldwell Banker Island Properties and Compass Maui have specialized divisions focusing on vacation rental investments in the Kaanapali area, with agents such as those at Maui Real Estate Group providing market analysis for STR potential. National services include Mashvisor, which offers Airbnb analytics and property search tools, and BiggerPockets, which connects investors with local experts in Hawaiian markets. AirDNA provides comprehensive short-term rental data and market insights for the Kaanapali region, while companies like Vacasa and RedAwning offer property management services that can help investors evaluate potential returns. Local Maui-based firms such as Maui Vacation Rental Management and Elite Pacific Properties specialize in both finding and managing Airbnb investments in resort areas like Kaanapali. Additional national platforms include Roofstock, which occasionally features Hawaiian rental properties, and local investment groups like Hawaii Real Estate Investors Association that provide networking and deal flow opportunities for vacation rental investments in prime locations like Kaanapali Beach Resort area.

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