You Own the Home. We Handle the Rest.
As a property owner, the Midway Vacations Crew builds a partnership with you based on trust, transparency, and superior service. We carefully pair the right guests with the right homes from our exclusive collection in one of the world’s most desirable beach destinations. Beautifully maintained properties and exceptional guest service mean lasting impressions for guests—and maximum returns for owners.

170+
Properties across Oʻahu and Maui
10,000+
Reviews with a 4.8-star average on Airbnb and Google
50+
Dedicated, local team members delivering exceptional service
The Midway Difference: How We Work for You
We treat your home’s return on investment as if it were our own, managing your vacation rental while you earn passive income. Quite simply, we only succeed when you do. With proven results and powerful marketing reach—including Airbnb, Booking.com, and VRBO—your property gains unmatched visibility in the national market.
What Sets Us Apart

In-House Design & Renovation Team

Responsible Property Management
A Smarter Approach to Management
At Midway Vacations, we combine hands-on care with proven systems to deliver the best possible experience–for you and your guests. Our smarter approach is built on consistent brand standards, exceptional service, and personalized support that protects your investment, boosts rental income, and keeps your property in top shape.

Income & Marketing Growth
• Daily pricing optimization
• Global platform marketing (Airbnb, Vrbo, Booking.com, and Expedia)

Property & Guest Excellence
• 24/7 guest communication
• In-house housekeeping and maintenance
• Free linens and towels for every unit

Owner Support & Financials
• Dedicated owner support team
• Monthly statements and tax summaries
• Optional GET, TAT, and County tax filing

Interior Design & Project Management
• Renovations and upgrades managed in-house
• Tailored design for long-term performance
• Coordination with licensed local contractors
What’s Next
Whether you already own a property or are still looking, the next step is simple: contact Midway Vacations. When you’re ready to invest in us, we’re ready to invest in you. Together, we’ll create a trusted partnership that delivers results and helps make your dreams a reality.
Why Owners Trust Us
Trusted by the World’s Top Booking Platforms
Have Questions? We’ve Got Answers.
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How much are the upfront costs to list my property?
At Midway Vacations, we understand that every property is unique, and as such, the upfront costs to list your property may vary. However, we believe that investing in the presentation of your property is crucial for maximizing your rental income.
As part of our commitment to excellence, we require a thorough deep clean before we list your property as well as the installation of our integrated locking system. We cover the cost of the installation of the locking system, but the expense for the equipment is the responsibility of the owner.
Additionally we provide complimentary professional staging and photography services to ensure that your property is showcased in the best possible light.
At Midway Vacations, we pride ourselves on our commitment to transparency and fairness. That's why we never charge administrative fees to list a property. -
How much are the ongoing management fees?
Our ongoing management fees are tailored to each property's unique location and requirements. We believe in offering a personalized approach to our management services, so we encourage you to contact us for an evaluation of your property's specific needs. Our experienced team will work with you to create a marketing and management plan that meets your goals and provides exceptional service every step of the way. Contact us today to discover how our management services can benefit your property.
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What’s included in the management fee?
Our management fee covers a wide range of services including but not limited to: guest communication and support, property maintenance, housekeeping, linen & terry program, routine inspections, marketing and advertising, and 24/7 emergency support. We work closely with our property owners to tailor our services to meet their specific needs and ensure their complete satisfaction. In addition, we provide detailed monthly statements and reports, so owners can easily track their property's performance and profitability.
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What are some of the normal expenses incurred by the rental program?
Normal wear-and-tear will necessitate periodic maintenance and small repairs to keep your property looking and performing at its best. Midway Vacations performs quarterly deep cleanings and carpet cleanings, replacement of pillows, comforters, and mattress pad/protectors, along with other household inventory items necessary for the comfort of your guests.
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What about cleaning services, linens, and maintenance?
Guests are charged a cleaning fee prior to their arrival, which pays for their check out cleaning.
Our housekeeping team performs a deep cleaning of your unit every four months to ensure ongoing guest satisfaction and the sustainability of your home. The difference between the checkout cleaning fee and the cost of the deep cleaning will be charged and deducted from your revenue proceeds. A clean and well-maintained property will help maximize your income.
Our experienced in-house maintenance team takes exceptional care of your property, coordinating the replacement of items damaged by normal wear and tear and scheduling larger repairs and maintenance projects as needed to keep your investment in optimal condition. We also manage professional upgrades and renovations, ensuring that your property is always attractive to potential guests. -
Will I be able to see confirmed reservations?
Absolutely! Transparency is key in building a long term relationship with our property owners. You’ll have access to the Owner Portal and can view all reservations made for your property, 24/7/365.