Experience Hawaiʻi Beyond the Hotel
Discover spacious vacation rentals offering a more authentic and immersive island experience.
your gateway to
unforgettable Hawai‘i vacations
Discover your island escape on O‘ahu or Maui.
Expert Local Knowledge.
Discover spacious vacation rentals offering a more authentic and immersive island experience.
Premium Stays for Every Traveler.
Discover quality, comfort, and unique character in our selection of rentals.
Relax and Enjoy. We Handle the Details.
From booking to check-out, we’re dedicated to a stress-free stay.
Featured Island Escapes
Explore a glimpse of the exceptional properties awaiting you.
Dive into the Heart of Hawai‘i:
Visit O‘ahu
Experience the energy of O‘ahu together, from exciting excursions to shared cultural moments. Discover why this island is called “The Gathering Place.”
VIEW ALL O‘AHU RENTALS
Unwind in Paradise:
Visit Maui
From scenic drives to tranquil sunsets, discover the beauty of Maui as you relax and reconnect with those you love most.
VIEW ALL MAUI RENTALSWhat Our Guests Are Saying
FULL SERVICE PROPERTY MANAGEMENT
Unlock Your Property’s Full Potential with Midway Vacations
From management and renovations to buying and selling, we offer comprehensive expertise for property owners.
> LEARN MORE