diff --git a/src/common/host_memory.cpp b/src/common/host_memory.cpp
index 36cbc59efc..10c8022ed1 100644
--- a/src/common/host_memory.cpp
+++ b/src/common/host_memory.cpp
@@ -177,7 +177,7 @@ public:
 
             if (res == 0) {
                 LOG_WARNING(HW_Memory, "Failed to check memory region: {}", GetLastError());
-                continue;
+                break;
             }
 
             auto start_aligned = AlignUp(reinterpret_cast<SIZE_T>(info.BaseAddress), HugePageSize);
@@ -187,6 +187,11 @@ public:
                 if (info.RegionSize - (start_aligned - reinterpret_cast<SIZE_T>(info.BaseAddress)) >= virtual_size) {
                     virtual_base = static_cast<u8*>(pfn_VirtualAlloc2
                         (process, reinterpret_cast<PVOID>(start_aligned), virtual_size, MEM_RESERVE | MEM_RESERVE_PLACEHOLDER, PAGE_NOACCESS, nullptr, 0));
+                    if (virtual_base) {
+                        break;
+                    } else {
+                        LOG_WARNING(HW_Memory, "Failed to allocate buffer at {:#x}, trying at at new address", start_aligned);
+                    }
                 }
             }
 
diff --git a/src/common/virtual_buffer.cpp b/src/common/virtual_buffer.cpp
index 8a4265e3e6..3017e32775 100644
--- a/src/common/virtual_buffer.cpp
+++ b/src/common/virtual_buffer.cpp
@@ -22,12 +22,13 @@ void* AllocateMemoryPages(std::size_t size) noexcept {
         // Probably failing to reserve is less likely than failing to commit
         base = VirtualAlloc(nullptr, size, MEM_COMMIT, PAGE_READWRITE);
     }
+    ASSERT_MSG(base, "Failed to allocate {} pages, error {}", size, GetLastError());
 #else
     void* base = mmap(nullptr, size, PROT_READ | PROT_WRITE, MAP_ANON | MAP_PRIVATE, -1, 0);
     if (base == MAP_FAILED)
         base = nullptr;
+    ASSERT_MSG(base, "Failed to allocate {} pages, error {}", size, strerror(errno));
 #endif
-    ASSERT(base);
     return base;
 }