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Business Details
30 Years
experience
Your Trusted Ocean City, MD Real Estate Partner
Hileman Real Estate has served the Ocean City, Maryland area since 1996, specializing in real estate sales and vacation rentals. Founded by Debbie Hileman, our team combines decades of local expertise with personalized service to meet diverse client needs. We manage over 100 properties across West Ocean City and Ocean Pines, offering seamless rental management and tailored real estate solutions. Our agents hold industry designations like GRI, CRS, and GREEN, ensuring professional excellence in every transaction. We prioritize client satisfaction through transparent communication, market knowledge, and a commitment to community involvement.

Our seasonal and year-round rental programs provide flexibility for property owners seeking income while minimizing management burdens. With offices in Ocean City and a growing team of specialists, we serve buyers, sellers, and renters across Maryland, Delaware, and Virginia's Eastern Shore. Our repeat clientele and referrals reflect our dedication to exceeding expectations in coastal real estate services.
Services
Real Estate Sales Vacation Rentals Rental Management Year-Round Rentals Seasonal Rentals
Details
  • Year established: 1996
Highlights and features
  • We offer 25+ years of specialized experience in Eastern Shore real estate markets
  • Our team includes agents with GRI, CRS, and GREEN professional designations
  • We provide comprehensive rental management for seasonal and year-round properties
  • We maintain a 95% client satisfaction rate from 25+ years of service
  • Our local market expertise spans Maryland, Delaware, and Virginia's coastlines
Services
Real Estate Sales
Our licensed agents specialize in residential and investment property transactions across Maryland's Eastern Shore. With market expertise since 1996, we offer strategic pricing, professional staging, and negotiation skills to maximize client returns. Our services include MLS listings, digital marketing campaigns, and personalized buyer/seller consultations.
Vacation Rentals
We manage over 100 seasonal rental properties in Ocean City and Ocean Pines, including homes, condos, and townhouses. Our program handles maintenance, guest communications, and revenue optimization while owners enjoy hassle-free income. Properties feature amenities like private pools, waterfront access, and pet-friendly options.
Rental Management
Our comprehensive management program covers maintenance coordination, tenant screening, lease administration, and financial reporting. Available for seasonal and year-round rentals, this service ensures property protection and income optimization through professional oversight and local market expertise.
Year-Round Rentals
We offer long-term rental solutions for residents seeking permanent housing in coastal communities. Our inventory includes apartments, single-family homes, and commercial spaces with flexible lease terms. Tenants benefit from our local knowledge and responsive property management support.
Seasonal Rentals
Our seasonal program specializes in short-term beach rentals during peak tourism months. We market properties through targeted campaigns and handle guest logistics including check-ins, maintenance, and concierge services. Owners receive regular income reports and property status updates.
People
Debbie Hileman
Broker/Owner
With 30+ years in real estate, Debbie founded Hileman Real Estate in 1996 after being named 1994 Rental Associate of the Year. She serves on multiple real estate committees and holds licenses in Maryland and Delaware.
Bethany Drew
Associate Broker
A 25-year industry veteran, Bethany co-founded the Power of 2 Team in 2007. She holds GRI designation and serves on the Coastal Association of Realtors Grievance Committee while maintaining top sales performance.
Brett Miller
REALTOR
Licensed since 2021, Brett brings marketing expertise from Salisbury University. He combines local knowledge with digital marketing skills to help clients navigate coastal real estate transactions efficiently.
Cameron Drew
REALTOR
Specializing in buyer representation since 2009, Cameron holds negotiation and housing opportunity certifications. She serves on the Government Affairs Committee and volunteers at local food banks.
Cindy Crockett
REALTOR
With 30+ years experience, Cindy holds the Graduate of REALTORS Institute designation. She consistently earns customer satisfaction awards and understands local resort area needs through personal experience.
Questions
What areas do you specialize in for real estate transactions?
We focus on Ocean City, Ocean Pines, Berlin, and the Eastern Shore of Maryland, with additional services in Delaware and Virginia coastal areas.
Do you offer rental management services for vacation properties?
Yes, we manage seasonal and year-round rentals with comprehensive services including maintenance, guest coordination, and revenue optimization for property owners.
What professional designations do your agents hold?
Our team includes GRI, CRS, GREEN, and SRES designations, ensuring expertise in various aspects of coastal real estate transactions.
How can I start the home buying process?
Contact us for a free consultation to discuss your needs, budget, and preferred locations. Our agents will guide you through property selection, financing options, and closing processes.
Are financing options available for first-time homebuyers?
While we don't provide direct financing, our agents connect buyers with local lenders offering specialized programs for first-time homebuyers in coastal markets.