Hillside Roofing Proudly Serves Western Washington. Learn more about our Service Areas

If your roof is showing its age with leaks, missing shingles, or sky-high energy bills, you're not alone. We come to you in Issaquah with a simpler, more transparent approach to replacement roofing. Let's talk about what your home actually needs.
Your roof works hard every day. It takes the brunt of Issaquah's rain, wind, and seasonal temperature swings. And after years of that kind of punishment, even the best roof starts to show signs of wear—maybe a leak here, a draft there, or granules collecting in your gutters like clockwork.
Replacement roofing isn't something you want to rush. Yet the thought of contractors coming and going, confusing bids, and hidden costs can make anyone put it off. That's exactly why we do things differently. We're Hillside Roofing & Gutters, and we've been helping Issaquah homeowners replace their roofs with a process that's as straightforward as it is thorough.
We come to your home, listen to what's been bothering you, inspect the roof, and then give you clear options. No pressure. No jargon. Just honest advice. Call (206) 362-7663 to get started.
We’re proud to serve Issaquah and the surrounding communities. Whether your home is in the heart of downtown, up near the Highlands, or along the lake, we’ll come to you. We also bring the same quality to nearby cities—if you know someone in Bellevue, Mercer Island, Carnation, Redmond, or Maple Valley who needs a new roof, we’ve got them covered too.
"I HIGHLY recommend Hillside Roofing and Trevor Pranger for any new roofing installation or roofing repairs you might need. We recently experienced roof damage and water leakage caused by the poor design of our 36-year old gutters. Trevor came quickly when we called, and spent quite a bit of time with me looking at the problem, evaluating the best repair, writing a detailed estimate, and working through different repair options based on our preferences. Once we we approved the estimate for the repairs we selected, Trevor squeezed our job into his busy holiday work schedule, and his crew completed our repair before the next downpour caused more damage to our house. Trevor even suggested other changes we should make to prevent future damage to our house and roof. Our roof is 17-years old and we definitely will call Hillside Roofing to replace our whole roof when it's needed in the not too distant future. We will happily share this recommendation with everyone we know who needs new or repaired roofing. Thank you Trevor and Hillside Roofing!"
"Hillside installed new shingles, vents and did repairs on my 1909 Seattle craftsman house. I highly recommend them. Their work is very high quality, the bid was competitive, and all was done quicker than estimated!!! They went above and beyond and worked along my siding installers to make sure all the flashings are well done and installed in the right order."
"Thank you to Tom and the Hillside Roofing Team for an exceptional job replacing my cedar shake roof with a new CertainTeed Presidential TL Roofing System. The Hillside “S” Team (Salvador and Sergio) did a great job and were a pleasure to have at our home. Ryan their Service guy too! They were all very professional and courteous hard workers. The new 10” Sola Tube that they installed changed our upstairs bathroom with no windows from dark and dreary to bright and cheery! Both the Presidential TL product and the installation look great. I am so glad that I that I chose Hillside Roofing and the CertainTeed TL Product. The exceptional appearance is well worth the upgrade pricing!! I am a pretty picky guy and even the team's daily cleanup exceeded my expectations. I appreciate all the efforts that Tom and the team put into my re-roof project! I would not hesitate to recommend Hillside Roofing to anybody!"
Replacing your roof is a big step—and sometimes it ties into other things your property needs. If your roof has leaks in specific spots, you might also need roof repair before the full replacement. And if you're planning a whole-home update, our team can handle the roofing portion while you tackle the rest. We're here to make the process seamless for Issaquah homeowners.
It depends on the age of your roof, the extent of damage, and how many layers you currently have. The best way to find out is a professional inspection—we'll come to your Issaquah home and give you an honest answer. No charge for the visit.
Every roof is different—size, pitch, materials, and accessibility all affect pricing. Contact us for a personalized quote that's clear and written down. No surprises.
Timing varies based on the scope of work and weather. We'll give you a realistic estimate during your on-site visit and keep you updated throughout the project. Call (206) 362-7663 to discuss your timeline.
Yes, we take care of the necessary permits and coordinate with local inspectors so you don't have to worry about a thing.
You've got questions, and we've got answers—without the sales pitch. Call (206) 362-7663 to schedule your on-site appointment in Issaquah. We'll come to you, inspect the roof, and give you the clarity you deserve. Or you can request an estimate online—either way, the first step is easy.
Our team has a lot of experience roofing homes in Issaquah. We would love to help with a thorough consultation and replacement roofing work.