Looked at Hot 100 hits 2005-2010 and listed what I could see. I'm being more inclusive, so some of the songs being remade were not originally Hot 100 hits. I probably still missed some. I did omit knockoff versions (Studio All-Stars doing "American Boy", Rock Heroes and Hit Masters doing "All Summer Long", etc.) and I didn't bother typing out all the Glee hit remakes, but Wikipedia has a discography of them
here.
2005
Gary Allan: "Best I Ever Had"
American Idol Season 4 Finalists: "When You Tell Me That You Love Me"
Cascada: "Everytime We Touch" (can't ever decide if I think this is a remake or just borrows a chorus)
Cast of Rent: "Seasons of Love"
Crazy Frog: "Axel F"
DHT: "Listen to Your Heart"
Ben Folds: "Bitches Ain't Shit"
Frankie J: "More Than Words"
Paul McCartney and U2: "Sgt. Pepper's Lonely Hearts Club Band"
Martina McBride: "Rose Garden"
My Chemical Romance and The Used: "Under Pressure"
Jessica Simpson: "These Boots Are Made for Walkin'"
Joss Stone and Melissa Etheridge: "Cry Baby / Piece of My Heart"
Various Artists: "Across the Universe" (the multi-artist Grammy collaboration)
2006
Mary J. Blige and U2: "One"
Michael Bublé: "Save the Last Dance for Me"
Chris Daughtry: "Wanted Dead or Alive"
Rascal Flatts: "Life Is a Highway"
The Fray: "Happy Xmas (War Is Over)"
Josh Groban: "I'll Be Home for Christmas"
Taylor Hicks: "Takin' It to the Streets"
Jack Ingram: "Lips of an Angel"
Tim McGraw: "When the Stars Go Blue"
Sarah McLachlan: "River"
Katharine McPhee: "Somewhere Over the Rainbow"
Willie Nelson: "Cowboys Are Frequently Secretly (Fond of Each Other)"
Rascal Flatts: "What Hurts the Most"
U2 and Green Day: "The Saints Are Coming"
2007
Chris Brown: "This Christmas"
Kelly Clarkson feat. Jeff Beck: "Up to the Mountain"
Sheryl Crow: "Not Fade Away"
Green Day: "Working Class Hero"
Jennifer Hudson: "And I Am Telling You I'm Not Going"
Jack Johnson: "Imagine"
The Jonas Brothers: "Year 3000"
The Killers: "Shadowplay"
Blake Lewis: "Time of the Season"
Blake Lewis: "You Give Love a Bad Name"
Lumidee feat. Tony Sunshine: "She's like the Wind"
Reba McEntire and Kelly Clarkson: "Because of You"
Jordin Sparks: "A Broken Wing"
Jordin SParks: "I (Who Have Nothing)"
Ashley Tisdale: "Kiss the Girl"
Carrie Underwood: "Do You Hear What I Hear"
Carrie Underwood: "I'll Stand by You"
2008
David Archuleta: "Angels"
David Archuleta: "Don't Let the Sun Go Down on Me"
David Archuleta: "Imagine"
Cascada: "What Hurts the Most"
Michael Cera and Ellen Page: "Anyone Else but You"
The Chipmunks: "Bad Day"
The Chipmunks: "Funkytown"
David Cook: "Always Be My Baby"
David Cook: "Billie Jean"
David Cook: "Eleanor Rigby"
David Cook: "Hello"
David Cook: "I Don't Want to Miss a Thing"
David Cook: "I Still Haven't Found What I'm Looking For"
David Cook: "I'm Alive"
David Cook: "The Music of the Night"
David Cook: "The World I Know"
Fall Out Boy feat. John Mayer: "Beat It"
Annie Lennox: "Many Rivers to Cross"
John Mayer: "Free Fallin'"
Blake Shelton: "Home"
Meryl Streep: "Mamma Mia"
Sugarland feat. Little Big Town and Jake Owen: "Life in a Northern Town"
Kate Voegele: "Hallelujah"
2009
Kris Allen: "Ain't No Sunshine"
Kris Allen: "Apologize"
Kris Allen: "Falling Slowly"
Kris Allen: "Heartless"
Beyoncé: "At Last"
Susan Boyle: "I Dreamed a Dream"
Susan Boyle: "Wild Horses"
Mariah Carey: "I Want to Know What Love Is"
Miranda Cosgrove: "About You Now"
Framing Hanley: "Lollipop"
The Fray: "Heartless"
Adam Lambert: "A Change Is Gonna Come"
Adam Lambert: "Mad World"
Adam Lambert: "One"
Leona Lewis: "Run"
Madcon: "Beggin'"
Seether: "Careless Whisper"
Carrie Underwood: "Home Sweet Home"
Carrie Underwood feat. Randy Travis: "I Told You So"
2010
Kris Allen: "Let It Be"
Artists for Haiti: "We Are the World"
Mary J. Blige and Andrea Bocelli: "Brdge Over Troubled Water"
Crystal Bowersox: "Up to the Mountain"
Sheryl Crow, Kid Rock, and Keith Urban: "Lean on Me"
Lee DeWyze: "Beautiful Day"
Lee DeWyze: "The Boxer"
Lee DeWyze: "Hallelujah"
Lee DeWyze and Crystal Bowersox: "Falling Slowly"
Jennifer Hudson and The Roots: "Let It Be"
k.d. lang: "Hallelujah"
Rihanna: "Redemption Song"
Justin Timberlake and Matt Morris feat. Charlie Sexton: "Hallelujah"
So basically, recent Hot 100 hit remakes are dominated by TV performances and charity songs, but there are a few straight up singles in the mix.