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TRUSTED BY DIAMONDHEAD, MS HOMEOWNERS

  • Average homeowner rating star icon4.7
    Average homeowner rating
  • Verified reviews icon301
    Verified roofing services reviews

Top-Rated Roofers in Diamondhead - Updated Nov 2026

Avatar for Taylor Enterprises
Taylor Enterprises
4.9(
91
)
Asphalt Shingle Roofing - RepairMetal Roofing - Repair

Serving Diamondhead, MS and surrounding areas

Approved

In business since 1990

Free estimates

Emergency services offered

"JT was very professional. He put a secure tarp on the home of my mother, to hold us over until the roof could be repaired. It was an emergency, he was on site within 30 minutes of the call. The tarp was secured to the roof and has held up extremely well. Thanks so much, JT."
Entrance
Exterior
Home Exterior
Dependable Storage
Dependable Storage

+24

Response time10 hrs
1 neighbors recently requested a quote
Recommended by97%of homeowners
Avatar for Cannon's Contracting, LLC
Cannon's Contracting, LLC
5.0(
12
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - Repair

Serving Diamondhead, MS and surrounding areas

Approved

Super Service Award Winner

In business since 2020

Free estimates

Emergency services offered

"Cannon's Contracting LLC impressed with their professional, reliable, and timely quality roof replacement services, delivering exceptional results for my residential roof. The team's prompt responses and expert guidance throughout the process reassured me that I made the right choice for my roofing needs."
Roof Replacement
Full Replacement
Full Replacement
Doors and Stairs
Roof Replacement

+4

Response time4 hrs
Response rate97%
3 neighbors recently requested a quote
Avatar for Patriot Service Construction, LLC
Patriot Service Construction, LLC
4.5(
36
)
Asphalt Shingle Roofing - Install or Replace

Serving Diamondhead, MS and surrounding areas

Approved

In business since 2002

Free estimates

Credit card accepted

"They did a perfect job replacing my ugly old roof! Mr.Eddie went above and beyond what I expected! His crew were very professional and paid attention to detail! You can not beat the quality or price! We highly recommend!"
Porch Roof Replacement
Porch Roof Replacement
Porch Roof Replacement
Interior Painting and Staining
Interior Painting and Staining

+14

Response time2 days
4 neighbors recently requested a quote
Recommended by93%of homeowners
Avatar for AY Maintenance And Roofing
AY Maintenance And Roofing
4.8(
4
)
Asphalt Shingle Roofing - RepairMetal Roofing - Repair

Serving Diamondhead, MS and surrounding areas

Approved

In business since 2015

Free estimates

Credit card accepted

Welcome to AY Maintenance And Roofing! We are committed to exceeding your expectations. As experts, we will handle your needs with the high quality expertise that your home or business deserves. We offer competitive prices and customer satisfaction is our number one priority. Call us today! \nfree estimates discount for first responders in military 228-213-6623

AY Maintenance And Roof
AY Maintenance And Roof
AY Maintenance And Roof
AY Maintenance And Roof
Avatar for Cypress Point Group
Cypress Point Group
5.0(
6
)
Roof - Clean

Serving Diamondhead, MS and surrounding areas

Approved

Free estimates

Small jobs welcome

"Noah did an outstanding job and was so easy to work with. Paint detailing and trim looks great. Couldn't be more pleased. We would recommend to anyone that needs practically any home job done right!"
Repaint/Refinish
Repaint/Refinish
Exterior Paint
Exterior Paint
Exterior Paint

+3

19 neighbors recently requested a quote
Avatar for Russell Buras
Russell Buras
3.6(
30
)
Asphalt Shingle Roofing - RepairFlat, Foam or Single Ply Roofing - RepairMetal Roofing - Repair+2 more

Serving Diamondhead, MS and surrounding areas

Approved

In business since 1984

Free estimates

Emergency services offered

"Russell was â  hands onâ  supervising the work, very courteous and straightforward and the work was done quickly and well. He also did some minor roof repairs on our second house and did it very well also. We will hire him in a heartbeat should we need any roofing work in the future."
Response time1 day
18 neighbors recently requested a quote
Recommended by100%of homeowners
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Showing 1-10 of 223
Roofing FAQs, answered by experts

Winter is the least expensive time of year to replace a roof due to decreased demand. However, it’s not an ideal time to replace your roof, as there are numerous factors that can inhibit the work, including shorter days, snow and ice, and cold temperatures.

The easiest way to tell if your roof vent boot is leaking is to look in your attic for signs of water damage. You might see visible moisture, water spots, or mold on the roof decking around the roof vent or damaged or soggy insulation below it. If you don’t have access to your attic or aren’t sure if the vent boot is the issue, hire a professional to come inspect your roof and figure out the underlying issue.

A gable roof costs between $13,000 and $30,000, depending on the size of your roof, the materials you use, and the type of gable roof you install. If you’re building a gable roof for new construction or as part of a major home remodel, your pricing will also depend on the type of roof trusses you use, how accessible your property is, and some other factors.

Tipping your roofer or their crew is not customary or expected, but it is always appreciated. It is entirely up to you whether you want to give them extra money for their work. If you feel they have done an exceptional job, a tip can be a nice gesture. As an alternative way to show appreciation, you can provide coffee, breakfast, drinks, or grab-and-go snacks like cookies or doughnuts.

Copper roof strips can last for 20 to 30 years or more if properly installed—in many cases, they may outlast your roof. Inspect your roof annually to ensure copper roof strips remain properly adhered and undamaged, and repair any loose or lifted strips. With very little upkeep, copper roof strips can protect your roof for decades to come.

The Diamondhead, MS homeowners’ guide to roofing services

From average costs to expert advice, get all the answers you need to get your job done.