Hawaii Vacation Rental Business — Live the Aloha Lifestyle

NOT DISCLOSED, Hawaii

Asking Price $795,000 Year Established 2010
Annual Revenue $1,000,000 Reason for Selling Seller is retiring  
Annual P/L Attention Brent Wenner
Annual Cash Flow $265,000 Listing Number 1019655  
# of Employees Business Category Services: Non-classifiable

Business Overview:

Your chance to own an established Hawaii Vacation Rental Business in an exceptional area, This is a proven operation built over many years, offering steady income, real growth potential and the wonderful Hawaii lifestyle so many people dream about. READY TO RUN FROM DAY ONE This is not a start-up. Guest bookings are already on the calendar, so a new owner steps into immediate revenue. The business comes with an established website, great employees, loyal repeat guests who return year after year, and all operating systems in place: reservations, guest communication, housekeeping coordination, owner statements and accounting. WHY GUESTS COME BACK Guests enjoy a relaxed, beach-close location, well-kept accommodations and personal island service. That experience earns strong reviews and the repeat visitors and referrals every vacation rental business wants. MULTIPLE REVENUE STREAMS Beyond guest stays, the business offers multiple potential revenue streams, including maintenance and property services that keep units guest-ready and can be offered to outside clients. More services mean more ways to grow and more of each dollar kept in-house. LIGHT ON ASSETS, STRONG ON GOODWILL The business carries no debt, no inventory and no heavy equipment to replace. Its value is in the relationships it has built with owners, guests, staff and trusted local vendors, and in the reputation that keeps guests coming back. No real estate is included, so a buyer invests in the business, not in property. NO REAL ESTATE LICENSE REQUIRED In Hawaii, short-term vacation rental operations can run under a Condominium Hotel Operator registration with the Real Estate Commission rather than a real estate license, opening the door to a wide range of buyers. Details are reviewed with qualified buyers. WHAT’S INCLUDED • Business goodwill, trade name, website and phone numbers • Booking calendar with future reservations • Guest and owner relationships, vendor accounts and operating systems • Vehicles, tools and equipment used in daily operations A STRONG MARKET Hawaii remains one of the most sought-after vacation destinations in the world, and Hawaii vacation rental occupancy is pacing up 9% for fall 2026 (*KeyData). Nationally, short-term rental occupancy is forecast at 57.4% for 2026, above pre-pandemic levels (*AirDNA). Many condo owners live off-island and rely on a trusted local manager they can count on. ROOM TO GROW • Add more units under management • Expand maintenance and property services to outside clients • Offer long-term rental management for owners who prefer 30-day-plus tenants • Build direct bookings to reduce platform commissions • Add guest extras such as tours, rentals and concierge services IDEAL FOR • An owner-operator ready to live and work in Hawaii • An existing property manager or hospitality operator looking to add units and revenue • An investor who wants an established business with trained staff in place SMOOTH TRANSITION The owners will provide transition training and assistance, including introductions to owners, guests, staff and key vendors, so the business keeps running with the same aloha and care its guests expect. Seller financing will be considered case by case for qualified buyers.

Property Features and Assets:

No real estate is included. The sale includes the business goodwill, trade name, website, phone numbers, booking systems, and guest, owner and vendor relationships, plus the vehicles, tools and equipment used in daily operations

Market Competition and Expansion:

Hawaii remains one of the most sought-after vacation destinations in the US, and vacation rental occupancy is pacing up 9% for fall 2026 (KeyData). Nationally, short-term rental occupancy is forecast at 57.4% for 2026, above pre-pandemic levels, and slower growth in new listings is giving established operators stronger pricing power (AirDNA). Full-service vacation rental managers typically earn 15% to 25% of rental income. The industry is highly fragmented, with no US firm holding more than 5% of the market (IBISWorld). Local competition ranges from owners who self-manage to large resort operators. Many condo owners live off-island and want a trusted local manager with on-the-ground staff, an office for guest check-in and a proven record of care, which is hard for a newcomer to build quickly. Loyal repeat guests also lower the business’s reliance on booking platforms and paid marketing.

Additional Details:

  • The property is owned.
  • The owner is willing to train/assist the new owner.
  • This is not homebased business opportunity.
  • This is not a franchise resale opportunity

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